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

被引：37

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.

引用

页码：1265 / 1267

页数：3

共 32 条

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