Regio- and diastereo-selectivity in 1,3-dipolar cycloadditions of nitrile oxides to 4-substituted cyclopent-2-enones

被引：19
作者：
Adembri, G
Giorgi, G
Lampariello, RL
Paoli, ML
Sega, A
机构：
[1] Ist Chim Organ, I-53100 Siena, Italy
[2] Ctr Interdipartimentale Anal & Determinaz Strutt, I-53100 Siena, Italy
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2000年 / 16期
关键词：
D O I：
10.1039/b003549l
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The behaviour of 4-hydroxy-4-methylcyclopent-2-enone and related 4-substituted cyclopent-2-enones towards 1,3-dipolar cycloaddition with nitrile oxides is studied. The reactions are always completely regioselective while the diastereofacial selectivity depends on the nature of the substituents. Remarkably, the reaction of 4-acetoxycyclopent-2-enone shows complete regio- and diastereo-facial selectivity.
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页码：2649 / 2656
页数：8
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