Tetrahedron letters

A concise synthetic pathway towards 5-substituted indolizidines

TR Varga, P Nemes, Z Mucsi, P Scheiber

文献索引：Varga, Tamas R.; Nemes, Peter; Mucsi, Zoltan; Scheiber, Pal Tetrahedron Letters, 2007 , vol. 48, # 7 p. 1159 - 1161

全文：HTML全文

被引用次数: 14

摘要

The total synthesis of 5-(2′-hydroxyethyl) indolizidine via 5-thioindolizidinone is described. The key step is the transformation of 5-thioindolizidinone via Eschenmoser's sulfide contraction. The racemic mixture of 5R, 9R-and 5S, 9S-5-(2′-hydroxyethyl) indolizidine was obtained in seven steps in 17% overall yield from 2-allyl cyclopentanone.