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

Abstract:
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.
Publication status:
Published

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Publisher copy:
10.1016/j.tet.2011.09.038

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
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Journal:
TETRAHEDRON
Volume:
67
Issue:
51
Pages:
9975-9992
Publication date:
2011-12-23
DOI:
EISSN:
1464-5416
ISSN:
0040-4020
Source identifiers:
209165
Language:
English
Keywords:
Pubs id:
pubs:209165
UUID:
uuid:3997479f-bb2e-473a-b106-e0d27f3ecd09
Local pid:
pubs:209165
Deposit date:
2012-12-19

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