INTRAMOLECULAR PD-CATALYZED ARYL-ENONE CONJUGATE ADDITIONS - CONTROL OF REDUCTIVE VS NONREDUCTIVE CYCLIZATION

被引:63
作者
FRIESTAD, GK [1 ]
BRANCHAUD, BP [1 ]
机构
[1] UNIV OREGON,DEPT CHEM,EUGENE,OR 97403
基金
美国国家科学基金会;
关键词
D O I
10.1016/0040-4039(95)01460-Y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Pd-catalyzed aryl-enone cyclization of 1 leads to Heck-type non-reductive cyclization product 3 and reductive cyclization product 4. Conditions have been developed to selectively form either 3 or 4 (or more highly functionalized 10 vs 11 or 13 vs 14). The formation of non-reductive cyclization products (3, 11, 14) requires an unusual apparent trans beta-H elimination - some mechanistic possibilities that are consistent with the data are proposed.
引用
收藏
页码:7047 / 7050
页数:4
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