Stereoselective Synthesis of syn-and anti-3a-Hydroxyl-1, 2, 3, 3a, 8, 8a-hexahydropyrrolo[2,3-b] indole-2-carboxylic Acid

Xiao Yin YANG Christian HAUG Yi Ping YANG Zhi Sheng HE Yang YE

引用本文: Xiao Yin YANG,  Christian HAUG,  Yi Ping YANG,  Zhi Sheng HE,  Yang YE. Stereoselective Synthesis of syn-and anti-3a-Hydroxyl-1, 2, 3, 3a, 8, 8a-hexahydropyrrolo[2,3-b] indole-2-carboxylic Acid[J]. Chinese Chemical Letters, 2003, 14(2): 130-132. shu
Citation:  Xiao Yin YANG,  Christian HAUG,  Yi Ping YANG,  Zhi Sheng HE,  Yang YE. Stereoselective Synthesis of syn-and anti-3a-Hydroxyl-1, 2, 3, 3a, 8, 8a-hexahydropyrrolo[2,3-b] indole-2-carboxylic Acid[J]. Chinese Chemical Letters, 2003, 14(2): 130-132. shu

Stereoselective Synthesis of syn-and anti-3a-Hydroxyl-1, 2, 3, 3a, 8, 8a-hexahydropyrrolo[2,3-b] indole-2-carboxylic Acid

  • 基金项目:

    We are grateful for financial supports from Bayer AG

    Company and National Natural Science Foundation of China (Grant Number 30123005)

    CH thanks the DAAD lor a scholarship from its program "Biowisscnschaften".

摘要: The structure of syn- and anti-Nb-(p-toluenesulfonyl)-3a-hydroxyl-1, 2, 3, 3a, 8, 8a-hexahydro pyrrolo[2,3-b] indole-2-carboxylic t-butyl ester was stereoselectively synthesized by oxidative ring formation of Nb-(p-toluenesulfonyl)-L-tryptophan t-butyl ester in methylene chloride containing dimethyldioxirane (DMDO), the p-toluenesulfonyl group and t-butyl group can be easily removed by sodium naphthalenide and trifluoroacetic acid, respectively.

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  • 收稿日期:  2002-04-19
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