In:
European Journal of Organic Chemistry, Wiley, Vol. 2008, No. 8 ( 2008-03), p. 1449-1457
Abstract:
Organocatalytic conjugate addition of 7‐oxohept‐2‐enoate to nitrostyrene provided an ω‐nitro‐α,β‐unsaturated ester. Subsequent intramolecular cyclization afforded the highly functionalized cyclohexane carboester with four stereogenic centers with high diastereoselectivity and high enantioselectivity ( 〉 99 % ee ). Some adducts were transformed into the intermediates of the synthesis of (–)‐α‐ and (–)‐β‐lycorane. Application of the reactions to the corresponding dialdehyde provided bicyclo[2.2.2]octanes.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
Type of Medium:
Online Resource
ISSN:
1434-193X
,
1099-0690
DOI:
10.1002/ejoc.v2008:8
DOI:
10.1002/ejoc.200701122
Language:
English
Publisher:
Wiley
Publication Date:
2008
detail.hit.zdb_id:
1475010-7
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