A bench-stable homodinuclear Ni2-chiff base complex for catalytic asymmetric synthesis of α-tetrasubstituted anti-α,β-diamino acid surrogates

被引：286

作者：

Chen, Zhihua ^{[1
]}

Morimoto, Hiroyuki ^{[1
]}

Matsunaga, Shigeki ^{[1
]}

Shibasaki, Masakatsu ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 07期

关键词：

D O I：

10.1021/ja710398q

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Catalytic asymmetric direct Mannich-type reactions of alpha-substituted nitroacetates using a new benchstable homodinuclear Ni-2-Schiff base 1b complex are described. The Ni-2-1b complex gave Mannich products, precursors for anti-alpha,beta-diamino acids with an alpha-tetrasubstituted carbon stereocenter, in >99-91 % ee. The Ni-2-1b complex was also applicable to direct Mannich-type reactions of malonates and beta- keto ester, giving products in high stereoseleclivity (up to 99% ee, dr >97:3). Preliminary mechanistic studies suggested that the dinuclear Ni metal centers had key roles to achieve good reactivity and high stereoselectivity.

引用

页码：2170 / +

页数：3

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