Enantioselective nickel-catalyzed conjugate addition of dialkylzinc to chalcones using chiral α-amino amides

被引：21
|
作者：
Escorihuela, Jorge [1 ]
Burguete, M. Isabel [1 ]
Luis, Santiago V. [1 ]
机构：
[1] Univ Jaume I CSIC, UAMOA, Dept Quim Inorgan & Organ, Castellon de La Plana 12071, Spain
来源：
TETRAHEDRON LETTERS | 2008年 / 49卷 / 48期
关键词：
Enantioselective catalysis; Amino amides; Nickel complexes; Conjugate addition; Alkyl zinc;
D O I：
10.1016/j.tetlet.2008.09.120
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of alpha-amino amides derived from natural amino acids (alanine, valine, phenylalanine, isoleucine, and phenylglycine) have been synthesized and fully characterized. Their Ni(II) complexes prepared from Ni(acac)(2) catalyze the enantioselective conjugate addition of diethylzinc to chalcones in high yields and in good enantioselectivities (up to 84%). The side chain of the amino acid and the substituents in the amide nitrogen govern the enantioselectivity of the catalytic process. (c) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6885 / 6888
页数：4
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