Amination of N-aryl prolinol via ring expansion and contraction:: Application to the chiral ligand for the catalytic asymmetric reaction

被引：33

作者：

Mino, T ^{[1
]}

Saito, A ^{[1
]}

Tanaka, Y ^{[1
]}

Hasegawa, S ^{[1
]}

Sato, Y ^{[1
]}

Sakamoto, M ^{[1
]}

Fujita, T ^{[1
]}

机构：

[1] Chiba Univ, Dept Appl Chem & Biotechnol, Fac Engn, Inage Ku, Chiba 2638522, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 05期

关键词：

D O I：

10.1021/jo0479967

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral diaminophosphines 4 were prepared from (S)-prolinol-derived aminophosphine oxide 5 by bromination with ring expansion followed by amination with ring contraction and reduction, using trichlorosilane. In the presence of 4 as ligand, palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate (11) with a dialkyl malonate-BSA-LiOAc system was successfully carried out with good enantioselectivities (up to 98% ee).

引用

页码：1937 / 1940

页数：4

共 30 条

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