REGIOCONTROL BY THE CARBON-CARBON DOUBLE-BOND IN THE RH2(OAC)4 MEDIATED CARBON-HYDROGEN INSERTION OF ALPHA-DIAZO-KETONES

被引:33
作者
CECCHERELLI, P
CURINI, M
MARCOTULLIO, MC
ROSATI, O
机构
[1] Istituto di Chimica Organica Facolta' di Farmacia, Universita' degli Studi
关键词
CYCLIC UNSATURATED ALPHA-DIAZO KETONES; DIRHODIUM TETRAACETATE; CARBON-HYDROGEN INSERTION; CYCLOPROPANATION; SELECTIVITY;
D O I
10.1016/S0040-4020(01)89741-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diazo carbonyl compounds, when catalyzed by dirhodium tetraacetate, insert to allylic position. This phenomenon was exploited in cyclic systems 3d, 5d, 5g, and 10. The reactivity toward allylic insertion is corroborated by the unexpected six-membered ring cyclization in the transformation 5g --> 9.
引用
收藏
页码:7403 / 7408
页数:6
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