STUDIES ON THE COMPETITIVE NICKEL-PROMOTED CARBONYLATIVE INTRAMOLECULAR CYCLIZATION OF VINYL AND ARYL HALIDES WITH HYDROXYALKENES

被引:11
作者
LLEBARIA, A [1 ]
DELGADO, A [1 ]
CAMPS, F [1 ]
MORETO, JM [1 ]
机构
[1] UNIV BARCELONA,FAC FARM,QUIM FARMACEUT LAB,E-08028 BARCELONA,SPAIN
关键词
D O I
10.1021/om00031a060
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Ni(CO)4 promotes carbonylative intramolecular cyclization of bromovinyl or iodoaryl substrates bearing suitable hydroxyalkene substituents. In O-protected substrates, alkene insertion takes place exclusively whereas lactonization is observed in substrates having a free hydroxyl group. Reaction products different from those arising under similar Pd-catalyzed conditions for carbonylations of hydroxyalkenes are observed in the present case. Alternative reaction pathways are proposed to account for the products obtained, and the selectivity of these processes is deduced from the nature of the resulting organic compounds.
引用
收藏
页码:2825 / 2831
页数:7
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