PHOTOCHEMICAL-REACTIONS OF CHROMIUM ALKOXYCARBENE COMPLEXES WITH STABILIZED YLIDES TO PRODUCE PUSH-PULL CAPTODATIVE ALLENES

被引:29
作者
SESTRICK, MR [1 ]
MILLER, M [1 ]
HEGEDUS, LS [1 ]
机构
[1] COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
关键词
D O I
10.1021/ja00037a008
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Photolysis of chromium alkoxycarbene complexes in the presence of stabilized ylides produced allenes having electron withdrawing groups on C-1 and electron donating groups on C-3. These highly reactive captodative allenes rearranged to 1,3-substituted-1,3-dienes under mildly acidic conditions and hydrolyzed to gamma-keto-alpha,beta-unsaturated esters, both in excellent yield.
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页码:4079 / 4088
页数:10
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