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举例 :可输入Filippa Pettersson 或者 Cancer Res. 75(6) , 1102-12, (2015) 或者10.1002/anie.201600521

Tetrahedron Letters

Confirmation of the absolute configuration of (−)-aurantioclavine

DC Behenna, S Krishnan, BM Stoltz

文献索引：Behenna, Douglas C.; Krishnan, Shyam; Stoltz, Brian M. Tetrahedron Letters, 2011 , vol. 52, # 17 p. 2152 - 2154

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被引用次数: 8

摘要

We confirm our previous assignment of the absolute configuration of (−)-aurantioclavine as 7R by crystallographically characterizing an advanced 3-bromoindole intermediate reported in our previous synthesis. This analysis also provides additional support for our model of enantioinduction in the palladium (II)-catalyzed oxidative kinetic resolution of secondary alcohols.

(R)-N-(1-(3-(2-hydroxyethyl)-1-tosyl-1H-indol-4-yl)-3-methylbut-2-en-1-yl)-2-nitrobenzenesulfonamide结构式

(R)-N-(1-(3-(2-...

~98%

(R)-6-(2-methylprop-1-en-1-yl)-5-((2-nitrophenyl)sulfonyl)-1-tosyl-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole结构式

(R)-6-(2-methyl...

(R)-4-azido-2-methyl-4-(1-tosyl-1H-indol-4-yl)butan-2-ol结构式

(R)-4-azido-2-m...

~%

(R)-6-(2-methylprop-1-en-1-yl)-5-((2-nitrophenyl)sulfonyl)-1-tosyl-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole结构式

(R)-6-(2-methyl...

(R)-N-(3-hydroxy-3-methyl-1-(1-tosyl-1H-indol-4-yl)butyl)-2-nitrobenzenesulfonamide结构式

(R)-N-(3-hydrox...

~%

(R)-6-(2-methylprop-1-en-1-yl)-5-((2-nitrophenyl)sulfonyl)-1-tosyl-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole结构式

(R)-6-(2-methyl...

(R)-N-(1-(3-bromo-1-tosyl-1H-indol-4-yl)-3-hydroxy-3-methylbutyl)-2-nitrobenzenesulfonamide结构式

(R)-N-(1-(3-bro...

~%

(R)-6-(2-methylprop-1-en-1-yl)-5-((2-nitrophenyl)sulfonyl)-1-tosyl-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole结构式

(R)-6-(2-methyl...

(R)-N-(3-hydroxy-3-methyl-1-(1-tosyl-3-vinyl-1H-indol-4-yl)butyl)-2-nitrobenzenesulfonamide结构式

(R)-N-(3-hydrox...

~%

(R)-6-(2-methylprop-1-en-1-yl)-5-((2-nitrophenyl)sulfonyl)-1-tosyl-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole结构式

(R)-6-(2-methyl...

(R)-N-(3-methyl-1-(1-tosyl-3-vinyl-1H-indol-4-yl)but-2-en-1-yl)-2-nitrobenzenesulfonamide结构式

(R)-N-(3-methyl...

~%

(R)-6-(2-methylprop-1-en-1-yl)-5-((2-nitrophenyl)sulfonyl)-1-tosyl-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole结构式

(R)-6-(2-methyl...

(S)-3-methyl-1-(1-tosyl-1H-indol-4-yl)butane-1,3-diol结构式

(S)-3-methyl-1-...

~%

(R)-6-(2-methylprop-1-en-1-yl)-5-((2-nitrophenyl)sulfonyl)-1-tosyl-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole结构式

(R)-6-(2-methyl...

(R)-4-azido-2-methyl-4-(1-tosyl-1H-indol-4-yl)butan-2-ol结构式

(R)-4-azido-2-m...

~%

(R)-N-(3-hydroxy-3-methyl-1-(1-tosyl-3-vinyl-1H-indol-4-yl)butyl)-2-nitrobenzenesulfonamide结构式

(R)-N-(3-hydrox...

(R)-N-(3-hydroxy-3-methyl-1-(1-tosyl-1H-indol-4-yl)butyl)-2-nitrobenzenesulfonamide结构式

(R)-N-(3-hydrox...

~%

(R)-N-(3-hydroxy-3-methyl-1-(1-tosyl-3-vinyl-1H-indol-4-yl)butyl)-2-nitrobenzenesulfonamide结构式

(R)-N-(3-hydrox...

(S)-3-methyl-1-(1-tosyl-1H-indol-4-yl)butane-1,3-diol结构式

(S)-3-methyl-1-...

~%

(R)-N-(3-hydroxy-3-methyl-1-(1-tosyl-3-vinyl-1H-indol-4-yl)butyl)-2-nitrobenzenesulfonamide结构式

(R)-N-(3-hydrox...

(R)-4-azido-2-methyl-4-(1-tosyl-1H-indol-4-yl)butan-2-ol结构式

(R)-4-azido-2-m...

~%

(R)-N-(1-(3-bromo-1-tosyl-1H-indol-4-yl)-3-hydroxy-3-methylbutyl)-2-nitrobenzenesulfonamide结构式

(R)-N-(1-(3-bro...

(S)-3-methyl-1-(1-tosyl-1H-indol-4-yl)butane-1,3-diol结构式

(S)-3-methyl-1-...

~%

(R)-N-(1-(3-bromo-1-tosyl-1H-indol-4-yl)-3-hydroxy-3-methylbutyl)-2-nitrobenzenesulfonamide结构式

(R)-N-(1-(3-bro...

(S)-3-methyl-1-(1-tosyl-1H-indol-4-yl)butane-1,3-diol结构式

(S)-3-methyl-1-...

~%

(R)-N-(3-hydroxy-3-methyl-1-(1-tosyl-1H-indol-4-yl)butyl)-2-nitrobenzenesulfonamide结构式

(R)-N-(3-hydrox...

(R)-N-(3-methyl-1-(1-tosyl-3-vinyl-1H-indol-4-yl)but-2-en-1-yl)-2-nitrobenzenesulfonamide结构式

(R)-N-(3-methyl...

~49%

(R)-N-(1-(3-(2-hydroxyethyl)-1-tosyl-1H-indol-4-yl)-3-methylbut-2-en-1-yl)-2-nitrobenzenesulfonamide结构式

(R)-N-(1-(3-(2-...

(R)-4-azido-2-methyl-4-(1-tosyl-1H-indol-4-yl)butan-2-ol结构式

(R)-4-azido-2-m...

~%

(R)-N-(1-(3-(2-hydroxyethyl)-1-tosyl-1H-indol-4-yl)-3-methylbut-2-en-1-yl)-2-nitrobenzenesulfonamide结构式

(R)-N-(1-(3-(2-...

(R)-N-(3-hydroxy-3-methyl-1-(1-tosyl-1H-indol-4-yl)butyl)-2-nitrobenzenesulfonamide结构式

(R)-N-(3-hydrox...

~%

(R)-N-(1-(3-(2-hydroxyethyl)-1-tosyl-1H-indol-4-yl)-3-methylbut-2-en-1-yl)-2-nitrobenzenesulfonamide结构式

(R)-N-(1-(3-(2-...

(R)-N-(1-(3-bromo-1-tosyl-1H-indol-4-yl)-3-hydroxy-3-methylbutyl)-2-nitrobenzenesulfonamide结构式

(R)-N-(1-(3-bro...

~%

(R)-N-(1-(3-(2-hydroxyethyl)-1-tosyl-1H-indol-4-yl)-3-methylbut-2-en-1-yl)-2-nitrobenzenesulfonamide结构式

(R)-N-(1-(3-(2-...

(S)-3-methyl-1-(1-tosyl-1H-indol-4-yl)butane-1,3-diol结构式

(S)-3-methyl-1-...

~%

(R)-N-(1-(3-(2-hydroxyethyl)-1-tosyl-1H-indol-4-yl)-3-methylbut-2-en-1-yl)-2-nitrobenzenesulfonamide结构式

(R)-N-(1-(3-(2-...

(R)-N-(3-hydroxy-3-methyl-1-(1-tosyl-3-vinyl-1H-indol-4-yl)butyl)-2-nitrobenzenesulfonamide结构式

(R)-N-(3-hydrox...

~%

(R)-N-(3-methyl-1-(1-tosyl-3-vinyl-1H-indol-4-yl)but-2-en-1-yl)-2-nitrobenzenesulfonamide结构式

(R)-N-(3-methyl...

(R)-4-azido-2-methyl-4-(1-tosyl-1H-indol-4-yl)butan-2-ol结构式

(R)-4-azido-2-m...

~%

(R)-N-(3-methyl-1-(1-tosyl-3-vinyl-1H-indol-4-yl)but-2-en-1-yl)-2-nitrobenzenesulfonamide结构式

(R)-N-(3-methyl...

(R)-N-(3-hydroxy-3-methyl-1-(1-tosyl-1H-indol-4-yl)butyl)-2-nitrobenzenesulfonamide结构式

(R)-N-(3-hydrox...

~%

(R)-N-(3-methyl-1-(1-tosyl-3-vinyl-1H-indol-4-yl)but-2-en-1-yl)-2-nitrobenzenesulfonamide结构式

(R)-N-(3-methyl...

(R)-N-(1-(3-bromo-1-tosyl-1H-indol-4-yl)-3-hydroxy-3-methylbutyl)-2-nitrobenzenesulfonamide结构式

(R)-N-(1-(3-bro...

~%

(R)-N-(3-methyl-1-(1-tosyl-3-vinyl-1H-indol-4-yl)but-2-en-1-yl)-2-nitrobenzenesulfonamide结构式

(R)-N-(3-methyl...

(S)-3-methyl-1-(1-tosyl-1H-indol-4-yl)butane-1,3-diol结构式

(S)-3-methyl-1-...

~%

(R)-N-(3-methyl-1-(1-tosyl-3-vinyl-1H-indol-4-yl)but-2-en-1-yl)-2-nitrobenzenesulfonamide结构式

(R)-N-(3-methyl...