Asymmetric synthesis of piperidines and octahydroindolizines using a one-pot ring-closure/N-debenzylation procedure

Autor: Angela J. Russell, Deri G. Hughes, James A. Lee, Ai M. Fletcher, Paul D. Price, Andrew D. Smith, Stephen G. Davies, Paul M. Roberts, Williams Omh., James E. Thomson
Rok vydání: 2011
Předmět:
Zdroj: Tetrahedron. 67:9975-9992
ISSN: 0040-4020
DOI: 10.1016/j.tet.2011.09.038
Popis: The conjugate addition of an enantiopure lithium amide to a ζ-hydroxy-α,β-unsaturated ester followed by a one-pot ring-closure/N-debenzylation protocol has been used in the asymmetric syntheses of (S)-coniine and (R)-δ-coniceine (isolated as the corresponding hydrochloride salts), and (R,R)-1-(hydroxymethyl)octahydroindolizine (the bicyclic fragment of stellettamides A-C). © 2011 Elsevier Ltd. All rights reserved.
Databáze: OpenAIRE