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Total synthesis of the latrunculins

AB Smith III, JW Leahy, I Noda…

文献索引：Journal of the American Chemical Society, , vol. 114, # 8 p. 2995 - 3007

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被引用次数: 59

摘要

... Functionolly Interesting Compounds; Yoshida, Z., Ed.; Kodansha: Tokyo, 1986; Series in Organic Chemistry 25, pp ... 0002-7863/92/ 15 14-2995$03.00/0 0 1992 American Chemical Society ... of Rapport.15 However, the modest 39% yield for the latter process prompted us to devise ...

未登录结构式

~%

红海海绵素 B结构式

红海海绵素 B

未登录结构式

~%

红海海绵素 B结构式

红海海绵素 B

(4R)-4-(3-hydroxy-4-((2R,3R,7R,10S)-2,3,10-trimethyl-1,4,6-trioxaspiro[4.5]decan-7-yl)butanoyl)-3-(4-methoxybenzyl)thiazolidin-2-one结构式

(4R)-4-(3-hydro...

~%

红海海绵素 B结构式

红海海绵素 B

(2R,3R)-3-hydroxybutan-2-yl (S)-4-((2R,4S,6R)-4,6-dihydroxy-6-((R)-3-(4-methoxybenzyl)-2-oxothiazolidin-4-yl)tetrahydro-2H-pyran-2-yl)-2-methylbutanoate结构式

(2R,3R)-3-hydro...

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红海海绵素 B结构式

红海海绵素 B

未登录结构式

~15%

红海海绵素 B结构式

红海海绵素 B

15-methoxy-Lat B结构式

15-methoxy-Lat B

(R)-4-((2R,4S,6R)-4-((tert-butyldimethylsilyl)oxy)-6-((S)-4-hydroxy-3-methylbutyl)-2-methoxytetrahydro-2H-pyran-2-yl)-3-(4-methoxybenzyl)thiazolidin-2-one结构式

(R)-4-((2R,4S,6...

~%

红海海绵素 B结构式

红海海绵素 B

未登录结构式

~%

红海海绵素 B结构式

红海海绵素 B

(R)-4-((2R,4S,6R)-4-((tert-butyldimethylsilyl)oxy)-6-((S)-4-hydroxy-3-methylbutyl)-2-methoxytetrahydro-2H-pyran-2-yl)thiazolidin-2-one结构式

(R)-4-((2R,4S,6...

~%

红海海绵素 A结构式

红海海绵素 A

(S)-4-((2R,4S,6R)-4-((tert-butyldimethylsilyl)oxy)-6-methoxy-6-((R)-2-oxothiazolidin-4-yl)tetrahydro-2H-pyran-2-yl)-2-methylbutanal结构式

(S)-4-((2R,4S,6...

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红海海绵素 A结构式

红海海绵素 A

未登录结构式

~%

红海海绵素 A结构式

红海海绵素 A

(S,2Z,6E,8Z)-12-((2R,4S,6R)-4-hydroxy-6-methoxy-6-((R)-2-oxo-3-((2-(trimethylsilyl)ethoxy)carbonyl)thiazolidin-4-yl)tetrahydro-2H-pyran-2-yl)-3,10-dimethyldodeca-2,6,8-trienoic acid结构式

(S,2Z,6E,8Z)-12...

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红海海绵素 A结构式

红海海绵素 A

未登录结构式

~%

红海海绵素 A结构式

红海海绵素 A

未登录结构式

~%

红海海绵素 A结构式

红海海绵素 A

未登录结构式

~%

红海海绵素 A结构式

红海海绵素 A

(4R)-4-(3-hydroxy-4-((2R,3R,7R,10S)-2,3,10-trimethyl-1,4,6-trioxaspiro[4.5]decan-7-yl)butanoyl)-3-(4-methoxybenzyl)thiazolidin-2-one结构式

(4R)-4-(3-hydro...

~%

红海海绵素 A结构式

红海海绵素 A

(2R,3R)-3-hydroxybutan-2-yl (S)-4-((2R,4S,6R)-4,6-dihydroxy-6-((R)-3-(4-methoxybenzyl)-2-oxothiazolidin-4-yl)tetrahydro-2H-pyran-2-yl)-2-methylbutanoate结构式

(2R,3R)-3-hydro...

~%

红海海绵素 A结构式

红海海绵素 A

(R)-4-((2R,4S,6R)-4-((tert-butyldimethylsilyl)oxy)-6-((S)-4-hydroxy-3-methylbutyl)-2-methoxytetrahydro-2H-pyran-2-yl)-3-(4-methoxybenzyl)thiazolidin-2-one结构式

(R)-4-((2R,4S,6...

~%

红海海绵素 A结构式

红海海绵素 A

Total Syntheses of the Actin??Binding Macrolides Latrunculin...

[Fuerstner, Alois; De Souza, Dominic; Turet, Laurent; Fenster, Michael D. B.; Parra-Rapado, Liliana; Wirtz, Conny; Mynott, Richard; Lehmann, Christian W. Chemistry - A European Journal, 2007 , vol. 13, # 1 p. 115 - 134]

Total synthesis of the latrunculins

[Smith III, Amos B.; Leahy, James W.; Noda, Ichio; Remiszewski, Stacy W.; Liverton, Nigel J.; Zibuck, Regina Journal of the American Chemical Society, 1992 , vol. 114, # 8 p. 2995 - 3007]

Total Syntheses of the Actin??Binding Macrolides Latrunculin...

[Chemistry - A European Journal, , vol. 13, # 1 p. 115 - 134]

Total Syntheses of the Actin??Binding Macrolides Latrunculin...

[Chemistry - A European Journal, , vol. 13, # 1 p. 115 - 134]

Total Syntheses of the Actin??Binding Macrolides Latrunculin...

[Chemistry - A European Journal, , vol. 13, # 1 p. 115 - 134]