e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

A total synthesis of (.+-.)-forskolin

S Hashimoto, S Sakata, M Sonegawa…

Index: Hashimoto; Sakata; Sonegawa; Ikegami Journal of the American Chemical Society, 1988 , vol. 110, # 11 p. 3670 - 3672

Full Text: HTML

Citation Number: 91

Abstract

The labdane diterpene forskolin (l), l isolated from the roots of the Indian herb Coleus forskohlii, has been shown to be a hypotensive agent with spasmolytic, cardiotonic, and platelet aggregation inhibitory activity and also demonstrated to be a unique and potent stimulator of the enzyme adenylate cyclase in various tissues. 2 Owing to its therapeutic potential for gla~ coma,~ congestive heart fail~ re,~ and bronchial asthmaS coupled with a ...

2,2-dimethyl-4-(3-methyl-5-oxo-2,5-dihydrofuran-2-yl)butanal Structure

2,2-dimethyl-4-...

~%

(3aR,3bS,5R,7aR,7bS,8R,11aR,11bR)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-7a-hydroxy-8-((4-methoxybenzyl)oxy)-2,2,3b,5,7b,11,11-heptamethyldodecahydro-7H-benzo[f][1,3]dioxolo[4,5-h]chromen-7-one Structure

(3aR,3bS,5R,7aR...

(3aβ,5aβ,6aα,9aα,9bα,9cβ)-Decahydro-1,1,8,8,9c-pentamethyl-6-methylene-5H-furo[4',3',2':4,5]naphtho[1,2-d][1,3]dioxol-5-one Structure

(3aβ,5aβ,6aα,9a...

~%

(3aR,3bS,5R,7aR,7bS,8R,11aR,11bR)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-7a-hydroxy-8-((4-methoxybenzyl)oxy)-2,2,3b,5,7b,11,11-heptamethyldodecahydro-7H-benzo[f][1,3]dioxolo[4,5-h]chromen-7-one Structure

(3aR,3bS,5R,7aR...

(3aβ,,6aα,9aα,9bβ,9cβ)-1,2,3,3a,6a,9a,9b,9c-Octahydro-1,1,6,8,8,9c-hexamethyl-5H-furo[4',3',2':4,5]naphtho[1,2-d][1,3]dioxol-5-one Structure

(3aβ,,6aα,9aα,9...

~%

(3aR,3bS,5R,7aR,7bS,8R,11aR,11bR)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-7a-hydroxy-8-((4-methoxybenzyl)oxy)-2,2,3b,5,7b,11,11-heptamethyldodecahydro-7H-benzo[f][1,3]dioxolo[4,5-h]chromen-7-one Structure

(3aR,3bS,5R,7aR...

(2aR,2a1R,3R,5aR,8aR)-3-methoxy-2a1,6,6-trimethyl-2a,2a1,3,5a,6,7,8,8a-octahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aR,2a1R,3R,5a...

~%

(3aR,3bS,5R,7aR,7bS,8R,11aR,11bR)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-7a-hydroxy-8-((4-methoxybenzyl)oxy)-2,2,3b,5,7b,11,11-heptamethyldodecahydro-7H-benzo[f][1,3]dioxolo[4,5-h]chromen-7-one Structure

(3aR,3bS,5R,7aR...

2,2-dimethyl-4-(3-methyl-5-oxo-2,5-dihydrofuran-2-yl)butanal Structure

2,2-dimethyl-4-...

~%

5-((tert-butyldiphenylsilyl)oxy)-1-((3aR,4S,5R,5aS,6R,9aR,9bR)-4,5-dihydroxy-6-((4-methoxybenzyl)oxy)-2,2,4,5a,9,9-hexamethyldecahydronaphtho[1,2-d][1,3]dioxol-5-yl)-3-methylpent-2-en-1-one Structure

5-((tert-butyld...

(3aβ,5aβ,6aα,9aα,9bα,9cβ)-Decahydro-1,1,8,8,9c-pentamethyl-6-methylene-5H-furo[4',3',2':4,5]naphtho[1,2-d][1,3]dioxol-5-one Structure

(3aβ,5aβ,6aα,9a...

~%

5-((tert-butyldiphenylsilyl)oxy)-1-((3aR,4S,5R,5aS,6R,9aR,9bR)-4,5-dihydroxy-6-((4-methoxybenzyl)oxy)-2,2,4,5a,9,9-hexamethyldecahydronaphtho[1,2-d][1,3]dioxol-5-yl)-3-methylpent-2-en-1-one Structure

5-((tert-butyld...

(3aβ,,6aα,9aα,9bβ,9cβ)-1,2,3,3a,6a,9a,9b,9c-Octahydro-1,1,6,8,8,9c-hexamethyl-5H-furo[4',3',2':4,5]naphtho[1,2-d][1,3]dioxol-5-one Structure

(3aβ,,6aα,9aα,9...

~%

5-((tert-butyldiphenylsilyl)oxy)-1-((3aR,4S,5R,5aS,6R,9aR,9bR)-4,5-dihydroxy-6-((4-methoxybenzyl)oxy)-2,2,4,5a,9,9-hexamethyldecahydronaphtho[1,2-d][1,3]dioxol-5-yl)-3-methylpent-2-en-1-one Structure

5-((tert-butyld...

(2aR,2a1R,3R,5aR,8aR)-3-methoxy-2a1,6,6-trimethyl-2a,2a1,3,5a,6,7,8,8a-octahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aR,2a1R,3R,5a...

~%

5-((tert-butyldiphenylsilyl)oxy)-1-((3aR,4S,5R,5aS,6R,9aR,9bR)-4,5-dihydroxy-6-((4-methoxybenzyl)oxy)-2,2,4,5a,9,9-hexamethyldecahydronaphtho[1,2-d][1,3]dioxol-5-yl)-3-methylpent-2-en-1-one Structure

5-((tert-butyld...

2,2-dimethyl-4-(3-methyl-5-oxo-2,5-dihydrofuran-2-yl)butanal Structure

2,2-dimethyl-4-...

~%

((3aR,3bS,6aS,6bS,7R,10aR,10bR)-5-methoxy-7-((4-methoxybenzyl)oxy)-2,2,3b,6b,10,10-hexamethyldecahydronaphtho[1,2-d:3,4-d']bis([1,3]dioxole)-6a-yl)methyl acetate Structure

((3aR,3bS,6aS,6...

(3aβ,5aβ,6aα,9aα,9bα,9cβ)-Decahydro-1,1,8,8,9c-pentamethyl-6-methylene-5H-furo[4',3',2':4,5]naphtho[1,2-d][1,3]dioxol-5-one Structure

(3aβ,5aβ,6aα,9a...

~%

((3aR,3bS,6aS,6bS,7R,10aR,10bR)-5-methoxy-7-((4-methoxybenzyl)oxy)-2,2,3b,6b,10,10-hexamethyldecahydronaphtho[1,2-d:3,4-d']bis([1,3]dioxole)-6a-yl)methyl acetate Structure

((3aR,3bS,6aS,6...

(3aβ,,6aα,9aα,9bβ,9cβ)-1,2,3,3a,6a,9a,9b,9c-Octahydro-1,1,6,8,8,9c-hexamethyl-5H-furo[4',3',2':4,5]naphtho[1,2-d][1,3]dioxol-5-one Structure

(3aβ,,6aα,9aα,9...

~%

((3aR,3bS,6aS,6bS,7R,10aR,10bR)-5-methoxy-7-((4-methoxybenzyl)oxy)-2,2,3b,6b,10,10-hexamethyldecahydronaphtho[1,2-d:3,4-d']bis([1,3]dioxole)-6a-yl)methyl acetate Structure

((3aR,3bS,6aS,6...

2,2-dimethyl-4-(3-methyl-5-oxo-2,5-dihydrofuran-2-yl)butanal Structure

2,2-dimethyl-4-...

~%

(3aR,4S,5S,5aS,6R,9aR,9bR)-6-((4-methoxybenzyl)oxy)-2,2,4,5a,9,9-hexamethyl-5-((trityloxy)methyl)decahydronaphtho[1,2-d][1,3]dioxole-4,5-diol Structure

(3aR,4S,5S,5aS,...

(2aR,2a1R,3R,5aR,8aR)-3-methoxy-2a1,6,6-trimethyl-2a,2a1,3,5a,6,7,8,8a-octahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aR,2a1R,3R,5a...

~%

(3aR,4S,5S,5aS,6R,9aR,9bR)-6-((4-methoxybenzyl)oxy)-2,2,4,5a,9,9-hexamethyl-5-((trityloxy)methyl)decahydronaphtho[1,2-d][1,3]dioxole-4,5-diol Structure

(3aR,4S,5S,5aS,...

2,2-dimethyl-4-(3-methyl-5-oxo-2,5-dihydrofuran-2-yl)butanal Structure

2,2-dimethyl-4-...

~%

5-((4E,6Z)-7-methoxy-3,3-dimethylhepta-4,6-dien-1-yl)-4-methylfuran-2(5H)-one Structure

5-((4E,6Z)-7-me...

2,2-dimethyl-4-(3-methyl-5-oxo-2,5-dihydrofuran-2-yl)butanal Structure

2,2-dimethyl-4-...

~%

5-((4E,6E)-7-methoxy-3,3-dimethylhepta-4,6-dien-1-yl)-4-methylfuran-2(5H)-one Structure

5-((4E,6E)-7-me...

(2aS,2a1S,3R,4R,5R,5aS,8aS)-4,5-dihydroxy-3-methoxy-2a1,6,6-trimethyldecahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aS,2a1S,3R,4R...

~%

(3aR,4S,5S,5aS,6R,9aR,9bR)-6-((4-methoxybenzyl)oxy)-2,2,4,5a,9,9-hexamethyl-5-((trityloxy)methyl)decahydronaphtho[1,2-d][1,3]dioxole-4,5-diol Structure

(3aR,4S,5S,5aS,...

2,2-dimethyl-4-(3-methyl-5-oxo-2,5-dihydrofuran-2-yl)butanal Structure

2,2-dimethyl-4-...

~%

(3aR,5aS,6S,9aS,9bS)-2,2,4,5a,9,9-hexamethyl-5-((trityloxy)methyl)-3a,5a,6,7,8,9,9a,9b-octahydronaphtho[1,2-d][1,3]dioxol-6-ol Structure

(3aR,5aS,6S,9aS...

(2aR,2a1R,3R,5aR,8aR)-3-methoxy-2a1,6,6-trimethyl-2a,2a1,3,5a,6,7,8,8a-octahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aR,2a1R,3R,5a...

~%

(3aR,5aS,6S,9aS,9bS)-2,2,4,5a,9,9-hexamethyl-5-((trityloxy)methyl)-3a,5a,6,7,8,9,9a,9b-octahydronaphtho[1,2-d][1,3]dioxol-6-ol Structure

(3aR,5aS,6S,9aS...

(2aS,2a1S,3R,4R,5R,5aS,8aS)-4,5-dihydroxy-3-methoxy-2a1,6,6-trimethyldecahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aS,2a1S,3R,4R...

~%

(3aR,5aS,6S,9aS,9bS)-2,2,4,5a,9,9-hexamethyl-5-((trityloxy)methyl)-3a,5a,6,7,8,9,9a,9b-octahydronaphtho[1,2-d][1,3]dioxol-6-ol Structure

(3aR,5aS,6S,9aS...

2,2-dimethyl-4-(3-methyl-5-oxo-2,5-dihydrofuran-2-yl)butanal Structure

2,2-dimethyl-4-...

~%

(2aR,2a1S,3S,4R,5S,5aS,8aS)-4,5-dihydroxy-2a1,6,6-trimethyl-3-((methylthio)methyl)decahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aR,2a1S,3S,4R...

5-((4Z,6E)-7-methoxy-3,3-dimethylhepta-4,6-dien-1-yl)-4-methylfuran-2(5H)-one Structure

5-((4Z,6E)-7-me...

~%

(2aR,2a1S,3S,4R,5S,5aS,8aS)-4,5-dihydroxy-2a1,6,6-trimethyl-3-((methylthio)methyl)decahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aR,2a1S,3S,4R...

(2aR,2a1R,3R,5aR,8aR)-3-methoxy-2a1,6,6-trimethyl-2a,2a1,3,5a,6,7,8,8a-octahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aR,2a1R,3R,5a...

~%

(2aR,2a1S,3S,4R,5S,5aS,8aS)-4,5-dihydroxy-2a1,6,6-trimethyl-3-((methylthio)methyl)decahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aR,2a1S,3S,4R...

2,2-dimethyl-4-(3-methyl-5-oxo-2,5-dihydrofuran-2-yl)butanal Structure

2,2-dimethyl-4-...

~%

(2aS,2a1S,5aS,8aS)-3-methoxy-2a1,6,6-trimethyl-3-((methylthio)methyl)hexahydro-2H-naphtho[1,8-bc]furan-2,4,5(2a1H,5aH)-trione Structure

(2aS,2a1S,5aS,8...

5-((4Z,6E)-7-methoxy-3,3-dimethylhepta-4,6-dien-1-yl)-4-methylfuran-2(5H)-one Structure

5-((4Z,6E)-7-me...

~%

(2aS,2a1S,5aS,8aS)-3-methoxy-2a1,6,6-trimethyl-3-((methylthio)methyl)hexahydro-2H-naphtho[1,8-bc]furan-2,4,5(2a1H,5aH)-trione Structure

(2aS,2a1S,5aS,8...

(2aR,2a1R,3R,5aR,8aR)-3-methoxy-2a1,6,6-trimethyl-2a,2a1,3,5a,6,7,8,8a-octahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aR,2a1R,3R,5a...

~%

(2aS,2a1S,5aS,8aS)-3-methoxy-2a1,6,6-trimethyl-3-((methylthio)methyl)hexahydro-2H-naphtho[1,8-bc]furan-2,4,5(2a1H,5aH)-trione Structure

(2aS,2a1S,5aS,8...

(2aR,2a1R,3R,5aR,8aR)-3-methoxy-2a1,6,6-trimethyl-2a,2a1,3,5a,6,7,8,8a-octahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aR,2a1R,3R,5a...

~92%

(2aS,2a1S,3R,4R,5R,5aS,8aS)-4,5-dihydroxy-3-methoxy-2a1,6,6-trimethyldecahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aS,2a1S,3R,4R...

2,2-dimethyl-4-(3-methyl-5-oxo-2,5-dihydrofuran-2-yl)butanal Structure

2,2-dimethyl-4-...

~%

(2aS,2a1S,3R,4R,5R,5aS,8aS)-4,5-dihydroxy-3-methoxy-2a1,6,6-trimethyldecahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aS,2a1S,3R,4R...

5-((4Z,6E)-7-methoxy-3,3-dimethylhepta-4,6-dien-1-yl)-4-methylfuran-2(5H)-one Structure

5-((4Z,6E)-7-me...

~%

(2aS,2a1S,3R,4R,5R,5aS,8aS)-4,5-dihydroxy-3-methoxy-2a1,6,6-trimethyldecahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aS,2a1S,3R,4R...

5-((4E,6Z)-7-methoxy-3,3-dimethylhepta-4,6-dien-1-yl)-4-methylfuran-2(5H)-one Structure

5-((4E,6Z)-7-me...

~%

(2aS,2a1S,3R,4R,5R,5aS,8aS)-4,5-dihydroxy-3-methoxy-2a1,6,6-trimethyldecahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aS,2a1S,3R,4R...

(3aβ,5aβ,6aα,9aα,9bα,9cβ)-Decahydro-1,1,8,8,9c-pentamethyl-6-methylene-5H-furo[4',3',2':4,5]naphtho[1,2-d][1,3]dioxol-5-one Structure

(3aβ,5aβ,6aα,9a...

~94%

(3aβ,,6aα,9aα,9bβ,9cβ)-1,2,3,3a,6a,9a,9b,9c-Octahydro-1,1,6,8,8,9c-hexamethyl-5H-furo[4',3',2':4,5]naphtho[1,2-d][1,3]dioxol-5-one Structure

(3aβ,,6aα,9aα,9...

2,2-dimethyl-4-(3-methyl-5-oxo-2,5-dihydrofuran-2-yl)butanal Structure

2,2-dimethyl-4-...

~%

(3aβ,,6aα,9aα,9bβ,9cβ)-1,2,3,3a,6a,9a,9b,9c-Octahydro-1,1,6,8,8,9c-hexamethyl-5H-furo[4',3',2':4,5]naphtho[1,2-d][1,3]dioxol-5-one Structure

(3aβ,,6aα,9aα,9...

2,2-dimethyl-4-(3-methyl-5-oxo-2,5-dihydrofuran-2-yl)butanal Structure

2,2-dimethyl-4-...

~%

(3aβ,5aβ,6aα,9aα,9bα,9cβ)-Decahydro-1,1,8,8,9c-pentamethyl-6-methylene-5H-furo[4',3',2':4,5]naphtho[1,2-d][1,3]dioxol-5-one Structure

(3aβ,5aβ,6aα,9a...

(2aR,2a1R,3R,5aR,8aR)-3-methoxy-2a1,6,6-trimethyl-2a,2a1,3,5a,6,7,8,8a-octahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aR,2a1R,3R,5a...

~%

(3aβ,5aβ,6aα,9aα,9bα,9cβ)-Decahydro-1,1,8,8,9c-pentamethyl-6-methylene-5H-furo[4',3',2':4,5]naphtho[1,2-d][1,3]dioxol-5-one Structure

(3aβ,5aβ,6aα,9a...

(2aS,2a1S,3R,4R,5R,5aS,8aS)-4,5-dihydroxy-3-methoxy-2a1,6,6-trimethyldecahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aS,2a1S,3R,4R...

~%

(3aβ,5aβ,6aα,9aα,9bα,9cβ)-Decahydro-1,1,8,8,9c-pentamethyl-6-methylene-5H-furo[4',3',2':4,5]naphtho[1,2-d][1,3]dioxol-5-one Structure

(3aβ,5aβ,6aα,9a...

2,2-dimethyl-4-(3-methyl-5-oxo-2,5-dihydrofuran-2-yl)butanal Structure

2,2-dimethyl-4-...

(3-methoxy-2E-propylidene)triphenylphosphorane Structure

(3-methoxy-2E-p...

~77%

5-((4Z,6E)-7-methoxy-3,3-dimethylhepta-4,6-dien-1-yl)-4-methylfuran-2(5H)-one Structure

5-((4Z,6E)-7-me...

2,2-dimethyl-4-(3-methyl-5-oxo-2,5-dihydrofuran-2-yl)butanal Structure

2,2-dimethyl-4-...

~%

(3aR,4S,5S,5aS,6R,9aR,9bR)-2,2,4,5a,9,9-hexamethyl-5-((trityloxy)methyl)decahydronaphtho[1,2-d][1,3]dioxole-4,5,6-triol Structure

(3aR,4S,5S,5aS,...

(2aR,2a1R,3R,5aR,8aR)-3-methoxy-2a1,6,6-trimethyl-2a,2a1,3,5a,6,7,8,8a-octahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aR,2a1R,3R,5a...

~%

(3aR,4S,5S,5aS,6R,9aR,9bR)-2,2,4,5a,9,9-hexamethyl-5-((trityloxy)methyl)decahydronaphtho[1,2-d][1,3]dioxole-4,5,6-triol Structure

(3aR,4S,5S,5aS,...

(2aS,2a1S,3R,4R,5R,5aS,8aS)-4,5-dihydroxy-3-methoxy-2a1,6,6-trimethyldecahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aS,2a1S,3R,4R...

~%

(3aR,4S,5S,5aS,6R,9aR,9bR)-2,2,4,5a,9,9-hexamethyl-5-((trityloxy)methyl)decahydronaphtho[1,2-d][1,3]dioxole-4,5,6-triol Structure

(3aR,4S,5S,5aS,...

(2aR,2a1S,3S,4R,5S,5aS,8aS)-4,5-dihydroxy-2a1,6,6-trimethyl-3-((methylthio)methyl)decahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aR,2a1S,3S,4R...

~%

(3aR,4S,5S,5aS,6R,9aR,9bR)-2,2,4,5a,9,9-hexamethyl-5-((trityloxy)methyl)decahydronaphtho[1,2-d][1,3]dioxole-4,5,6-triol Structure

(3aR,4S,5S,5aS,...

(3aβ,,6aα,9aα,9bβ,9cβ)-1,2,3,3a,6a,9a,9b,9c-Octahydro-1,1,6,8,8,9c-hexamethyl-5H-furo[4',3',2':4,5]naphtho[1,2-d][1,3]dioxol-5-one Structure

(3aβ,,6aα,9aα,9...

~92%

(3aR,5aS,6S,9aS,9bS)-5-(hydroxymethyl)-2,2,4,5a,9,9-hexamethyl-3a,5a,6,7,8,9,9a,9b-octahydronaphtho[1,2-d][1,3]dioxol-6-ol Structure

(3aR,5aS,6S,9aS...

2,2-dimethyl-4-(3-methyl-5-oxo-2,5-dihydrofuran-2-yl)butanal Structure

2,2-dimethyl-4-...

~%

(3aR,5aS,6S,9aS,9bS)-5-(hydroxymethyl)-2,2,4,5a,9,9-hexamethyl-3a,5a,6,7,8,9,9a,9b-octahydronaphtho[1,2-d][1,3]dioxol-6-ol Structure

(3aR,5aS,6S,9aS...

(2aR,2a1R,3R,5aR,8aR)-3-methoxy-2a1,6,6-trimethyl-2a,2a1,3,5a,6,7,8,8a-octahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aR,2a1R,3R,5a...

~%

(3aR,5aS,6S,9aS,9bS)-5-(hydroxymethyl)-2,2,4,5a,9,9-hexamethyl-3a,5a,6,7,8,9,9a,9b-octahydronaphtho[1,2-d][1,3]dioxol-6-ol Structure

(3aR,5aS,6S,9aS...

(2aS,2a1S,3R,4R,5R,5aS,8aS)-4,5-dihydroxy-3-methoxy-2a1,6,6-trimethyldecahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aS,2a1S,3R,4R...

~%

(3aR,5aS,6S,9aS,9bS)-5-(hydroxymethyl)-2,2,4,5a,9,9-hexamethyl-3a,5a,6,7,8,9,9a,9b-octahydronaphtho[1,2-d][1,3]dioxol-6-ol Structure

(3aR,5aS,6S,9aS...

5-((4Z,6E)-7-methoxy-3,3-dimethylhepta-4,6-dien-1-yl)-4-methylfuran-2(5H)-one Structure

5-((4Z,6E)-7-me...

~82%

(2aR,2a1R,3R,5aR,8aR)-3-methoxy-2a1,6,6-trimethyl-2a,2a1,3,5a,6,7,8,8a-octahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aR,2a1R,3R,5a...

5-((4E,6E)-7-methoxy-3,3-dimethylhepta-4,6-dien-1-yl)-4-methylfuran-2(5H)-one Structure

5-((4E,6E)-7-me...

~88%

(2aR,2a1R,3R,5aR,8aR)-3-methoxy-2a1,6,6-trimethyl-2a,2a1,3,5a,6,7,8,8a-octahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aR,2a1R,3R,5a...

2,2-dimethyl-4-(3-methyl-5-oxo-2,5-dihydrofuran-2-yl)butanal Structure

2,2-dimethyl-4-...

~%

(2aR,2a1R,3R,5aR,8aR)-3-methoxy-2a1,6,6-trimethyl-2a,2a1,3,5a,6,7,8,8a-octahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aR,2a1R,3R,5a...

5-((4E,6Z)-7-methoxy-3,3-dimethylhepta-4,6-dien-1-yl)-4-methylfuran-2(5H)-one Structure

5-((4E,6Z)-7-me...

~28%

(2aR,2a1R,3R,5aR,8aR)-3-methoxy-2a1,6,6-trimethyl-2a,2a1,3,5a,6,7,8,8a-octahydro-2H-naphtho[1,8-bc]furan-2-one Structure

(2aR,2a1R,3R,5a...

2,2-dimethyl-4-(3-methyl-5-oxo-2,5-dihydrofuran-2-yl)butanal Structure

2,2-dimethyl-4-...

~%

(3aR,3bS,5S,7aR,7bS,8R,11aR,11bR)-7a-hydroxy-8-((4-methoxybenzyl)oxy)-2,2,3b,5,7b,11,11-heptamethyl-5-vinyldecahydro-3aH-benzo[f][1,3]dioxolo[4,5-h]chromen-7(3bH)-one Structure

(3aR,3bS,5S,7aR...

(3aβ,5aβ,6aα,9aα,9bα,9cβ)-Decahydro-1,1,8,8,9c-pentamethyl-6-methylene-5H-furo[4',3',2':4,5]naphtho[1,2-d][1,3]dioxol-5-one Structure

(3aβ,5aβ,6aα,9a...

~%

(3aR,3bS,5S,7aR,7bS,8R,11aR,11bR)-7a-hydroxy-8-((4-methoxybenzyl)oxy)-2,2,3b,5,7b,11,11-heptamethyl-5-vinyldecahydro-3aH-benzo[f][1,3]dioxolo[4,5-h]chromen-7(3bH)-one Structure

(3aR,3bS,5S,7aR...

(3aβ,,6aα,9aα,9bβ,9cβ)-1,2,3,3a,6a,9a,9b,9c-Octahydro-1,1,6,8,8,9c-hexamethyl-5H-furo[4',3',2':4,5]naphtho[1,2-d][1,3]dioxol-5-one Structure

(3aβ,,6aα,9aα,9...

~%

(3aR,3bS,5S,7aR,7bS,8R,11aR,11bR)-7a-hydroxy-8-((4-methoxybenzyl)oxy)-2,2,3b,5,7b,11,11-heptamethyl-5-vinyldecahydro-3aH-benzo[f][1,3]dioxolo[4,5-h]chromen-7(3bH)-one Structure

(3aR,3bS,5S,7aR...