Chiral 2,2′-bipyridines, 5,6-dihydro-1,10-phenanthrolines and 1,10-phenanthrolines as ligands for enantioselective palladium catalyzed allylic substitution

被引：39

作者：

Chelucci, G ^{[1
]}

Saba, A ^{[1
]}

Sanna, G ^{[1
]}

Soccolini, F ^{[1
]}

机构：

[1] Univ Sassari, Dipartimento Chim, I-07100 Sassari, Italy

来源：

TETRAHEDRON-ASYMMETRY | 2000年 / 11卷 / 16期

关键词：

D O I：

10.1016/S0957-4166(00)00296-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A number of chiral 5,6-dihydro-1,1-phenanthrolines, 5,6-dihydrobenzo[b]-1,1-phenanthrolines and 5,6,7,8-tetrahydro-2-quinolinylquinoline derived from (-)-pinocarvone were prepared and assessed in the enantioselective palladium catalyzed allylic alkylation of 1,3-diphenylprop-2-enyl acetate with dimethyl-malonate. The introduction of a benzo-fused substituent on the pyridine ring not containing the chiral backbone resulted in the drastic reduction of the stereoselectivity of the reaction. Enantioselectivities up to 81% were obtained. (C) 2000 Published by Elsevier Science Ltd.

引用

页码：3427 / 3438

页数：12

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