Synthesis of (±)-Indolizidine 209B and a New 209B Diastereoisomer
- 1 October 1996
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1996 (10) , 981-982
- https://doi.org/10.1055/s-1996-5646
Abstract
Eight-step syntheses of the frog skin toxin (±)-indolizidine 109B (1) and its hitherto unknown (5R*,8S*,9S*) diastereoisomer (14) via vinylogous urethane intermediates are described. Control of the relative stereochemistry is achieved by alternative stereoselective reductions of a common intermediate, the bicyclic vinylogous urethane 9.Keywords
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