A short synthetic route to the core structures of otteliones A and B

被引:11
作者
Clive, DLJ [1 ]
Liu, DZ [1 ]
机构
[1] Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
ottelione A; ottelione B; ring closing metathesis; synthesis; core structure; anticancer activity;
D O I
10.1016/j.tetlet.2005.06.021
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Conjugate addition of the cuprate derived from 2-lithio-2,3-butadiene to 1-cylopentenecarbaldehyde, reaction with vinyl-magnesium bromide, ring closing metathesis, and oxidation gives the cis-ring fused core of the anticancer agent ottelione A. Epimerization of the initial conjugate addition product and application of the same reactions as used for the ottelione A core, give the trans-ring fused core of ottelione B. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5305 / 5307
页数:3
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