Synthesis of P-chirogenic diphosphine oxides and their use in catalytic asymmetric Diels-Alder reaction

被引：41

作者：

Matsukawa, S ^{[1
]}

Sugama, H ^{[1
]}

Imamoto, T ^{[1
]}

机构：

[1] Chiba Univ, Fac Sci, Dept Chem, Inage Ku, Chiba 2638522, Japan

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 33期

基金：

日本学术振兴会;

关键词：

asymmetric reactions; Diels-Alder reaction; enantiocontrol; iron and compounds; phosphine oxides;

D O I：

10.1016/S0040-4039(00)01030-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New P-chirogenic phosphine oxides, (R,R)- 1,2-bis(alkylmethylphosphinyl)ethanes (alkyl = 1-adamantyl, tert-butyl) and (S,S)-1,1-bis(tert-butylmethyIphosphinyl)methane have been synthesized from PCl3 via four steps. Their iron(III) complexes are effective in catalytic asymmetric Diels-Alder reaction of N-acrylamide dienophiles to provide enantioselectivities up to 75%. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：6461 / 6465

页数：5

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