Dinuclear Ni2-Schiff base complex-catalyzed asymmetric 1,4-addition of β-keto esters to nitroethylene toward γ(2,2)-amino acid synthesis

Harunobu Mitsunuma; Shigeki Matsunaga

doi:10.1039/c0cc02152k

Dinuclear Ni2-Schiff base complex-catalyzed asymmetric 1,4-addition of β-keto esters to nitroethylene toward γ(2,2)-amino acid synthesis

Chem Commun (Camb). 2011 Jan 7;47(1):469-71. doi: 10.1039/c0cc02152k. Epub 2010 Oct 4.

Authors

Harunobu Mitsunuma¹, Shigeki Matsunaga

Affiliation

¹ Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo 7-3-1, Bunkyo-ku, Tokyo 113-0033, Japan.

PMID: 20890494
DOI: 10.1039/c0cc02152k

Abstract

A homodinuclear Ni(2)-Schiff base 1 complex (1-10 mol%) promoted the catalytic asymmetric 1,4-addition reactions of β-keto esters and an N-Boc oxindole to nitroethylene, giving products in 98-75% ee.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Catalysis
Esters / chemistry*
Ethylenes / chemical synthesis*
Ethylenes / chemistry
Ketones / chemistry
Molecular Structure
Nickel / chemistry*
Nitro Compounds / chemical synthesis*
Nitro Compounds / chemistry
Organometallic Compounds / chemistry*
Schiff Bases / chemistry*
Stereoisomerism

Substances

Esters
Ethylenes
Ketones
Nitro Compounds
Organometallic Compounds
Schiff Bases
Nickel