Stereoselective Synthesis of syn- and anti-3a-Hydroxyl-1, 2, 3, 3a, 8, 8a-hexahydropyrrolo2,3-b indole-2-carboxylic Acid

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.