Enantioselective catalytic allylation of carbonyl groups by Umpolung of π-allyl palladium complexes

被引：92

作者：

Zanoni, G

Gladiali, S

Marchetti, A

Piccinini, P

Tredici, I

Vidari, G

机构：

[1] Univ Pavia, Dipartimento Chim Organ, I-27100 Pavia, Italy

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

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2004年 / 43卷 / 07期

关键词：

allylation; asymmetric synthesis; enantioselectivity; ligand design; Umpolung;

D O I：

10.1002/anie.200352743

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Diethylzinc mediates the asymmetric allylation of aldehydes through Umpolung of a π-allyl palladium complex. An investigation of the palladium source and the chiral monophosphane ligands have shown that the leaving group has a dramatic effect on the enantioselectivity of the reaction. The procedure furnished products in satisfactory yields and up to 70% ee (see scheme).

引用

页码：846 / 849

页数：4

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