Enantioselective synthesis of indolizidine alkaloid trans-209D.
(S)-N-Boc-baikiain, readily accessible from enantiomerically enriched 2,3-epoxy-5-hexen-1-ol 4 (prepared by Sharpless asymmetric epoxidation), was used as the starting material in the synthesis of indolizidine alkaloid trans-209D , which was obtained in 13 steps and 14% yield from 1 (5% from 4).
Unitat de Recerca en Síntesi Asimètrica (URSA-PCB), Institute for Research in Biomedicine, and Departament de Química Orgànica, Universitat de Barcelona, Parc Científic de Barcelona c/ Baldiri Reixac, 10, Barcelona 08028, Spain.
Carlos
C
Alegret
Antoni
A
Riera
D000470:Alkaloids / Q000138:chemical synthesis*; D005563:Formic Acid Esters; D007212:Indolizines / Q000138:chemical synthesis*; D013237:Stereoisomerism
D000470:Alkaloids; D005563:Formic Acid Esters; D007212:Indolizines; C449379:indolizidine 209D; C000345:t-butyloxycarbonyl group