Cinchona-Diaminomethylenemalononitrile Organocatalyst for the Highly Enantioselective Hydrophosphonylation of Ketones and Enones

被引：24

作者：

Arai, Ryoga ^{[1
]}

Hirashima, Shin-ichi ^{[1
]}

Kondo, Junko ^{[1
]}

Nakashima, Kosuke ^{[1
]}

Koseki, Yuji ^{[1
]}

Miura, Tsuyoshi ^{[1
]}

机构：

[1] Tokyo Univ Pharm & Life Sci, 1432-1 Horinouchi, Hachioji, Tokyo 1920392, Japan

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 18期

关键词：

ASYMMETRIC CONJUGATE ADDITION; ALPHA-HYDROXY PHOSPHONATES; SOLVENT-FREE CONDITIONS; CATALYTIC HYDROPHOSPHONYLATION; PHOSPHORUS NUCLEOPHILES; AL(SALALEN) COMPLEX; HERBICIDAL ACTIVITY; BIOLOGICAL-ACTIVITY; ALKYL PHOSPHONATES; CARBONYL-COMPOUNDS;

D O I：

10.1021/acs.orglett.8b02241

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of diaminomethylenemalononitrile (DMM) organocatalyst to promote the challenging 1,2-hydrophosphonylation of simple ketones and enones, which are also called alpha,beta-unsaturated ketones, is proposed and validated. This reaction provided the corresponding chiral alpha-hydroxy phosphonates in high to excellent yields and with enantioselectivity up to 96% ee.

引用

页码：5569 / 5572

页数：4

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