190909-09-2Relevant articles and documents
A concise synthetic pathway towards 5-substituted indolizidines
Varga, Tamás R.,Nemes, Péter,Mucsi, Zoltán,Scheiber, Pál
, p. 1159 - 1161 (2007)
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.