Stereoselective synthesis of (E)-4-alkylidenecyclopent-2-en-1-ones by a tandem ring closure-Michael addition-elimination

被引：39
作者：
Ballini, R
Bosica, G
Fiorini, D
Gil, MV
Petrini, M
机构：
[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, Italy
[2] Univ Extremadura, Fac Ciencias, Dept Quim Organ, E-06071 Badajoz, Spain
来源：
ORGANIC LETTERS | 2001年 / 3卷 / 09期
关键词：
D O I：
10.1021/ol0069352
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHICS] Reaction of (Z)-1,4-diketones with various functionalized nitroalkanes in the presence of DBU gives 4-alkylidenecyclopent-2-en-1-ones with E selectivity, A cyclopentadienone intermediate is probably formed by intramolecular aldol condensation, and this reacts with a nitroalkane giving a Michael addition-elimination.
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页码：1265 / 1267
页数：3
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