A novel class of P-O monophosphite ligands derived from D-mannitol: Broad applications in highly enantioselective Rh-catalyzed hydrogenations

被引：65

作者：

Huang, HM ^{[1
]}

Zheng, Z ^{[1
]}

Luo, HL ^{[1
]}

Bai, CM ^{[1
]}

Hu, XQ ^{[1
]}

Chen, HL ^{[1
]}

机构：

[1] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 07期

关键词：

D O I：

10.1021/jo035627p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report on a new class of P-O monophosphite ligands (designated 3a-k) with a double six-membered-ring backbone onto which are attached additional groups and on applications of their Rh complexes in the hydrogenation of enamides, alpha-dehydroamino acid esters, dimethyl itaconate, and beta-(acylamino)acrylates. Our results demonstrate that the Rh complexes with ligands 3a-k exhibit high enantioselectivity and reactivity in asymmetric hydrogenation reactions. An ee value of up to 98.0% was obtained for the hydrogenation of alpha-dehydroamino acid esters, and the ee values were all over 99% for the other three types of substrate, with a turnover number of up to 5000.

引用

页码：2355 / 2361

页数：7

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