Use of tricyclohexylphosphine to control regiochemistry in palladium-catalyzed allylic alkylation

被引：45

作者：

Blacker, AJ

Clarke, ML

Loft, MS

Williams, JMJ ^{[1
]}

机构：

[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

[2] Zeneca, Huddersfield Works, Huddersfield HD2 1FF, W Yorkshire, England

[3] Glaxo Wellcome, Dartford DA1 5AH, England

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 12期

关键词：

D O I：

10.1021/ol9911268

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Tricyclohexylphosphine, Cy3P, in conjuction with [(C3H5)PdCl](2) catalyzes allylic alkylation of terminal allylic acetates with high regioselectivity toward branched products, which is in contrast to most other palladium catalysts. Other ligands, even those of similar basicity or bulkiness, did not show the same regioselectivity. Alkylation of 1,4-diacetoxy-2-butene gave predominantly branched products which had not been observed previously.

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页码：1969 / 1971

页数：3

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