Substrate-Controlled Regioselective Cobalt(I)-Catalysed 1,4-Hydrovinylation Reactions

被引:27
作者
Hilt, Gerhard [1 ]
Roesner, Stefan [1 ]
机构
[1] Univ Marburg, Fachbereich Chem, D-35043 Marburg, Germany
来源
SYNTHESIS-STUTTGART | 2011年 / 04期
关键词
alkene; catalysis; cobalt; diene; regioselectivity; COBALT-CATALYZED 1,4-HYDROVINYLATION; ASYMMETRIC HYDROVINYLATION; ORGANIC-SYNTHESIS; ENYNE METATHESIS; ALDER REACTION; 1,3-DIENES; ALKYNES; DERIVATIVES; STYRENES; LIGANDS;
D O I
10.1055/s-0030-1258408
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The substrate-directed regiochemistry of the cobalt-catalysed 1,4-hydrovinylation reaction is described. A variety of symmetrical and unsymmetrical 2,3-disubstituted 1,3-dienes are synthesised by ruthenium-catalysed enyne metathesis, and then reacted with a terminal alkene catalysed by cobalt(II) bromide-[1,2-bis(diphenylphosphino)ethane] [CoBr2(dppe)] under reductive conditions. The regiochemistry of the branched 1,4-diene products is influenced by the nature of the substituents on the unsymmetrical 2,3-disubstituted 1,3-dienes. The influence of steric and electronic effects is also discussed.
引用
收藏
页码:662 / 668
页数:7
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