Synthesis of polysubstituted β-amino cyclohexane carboxylic acids via Diels-Alder reaction using Ni(II)-complex stabilized β-alanine derived dienes

被引:8
|
作者
Ding, Xiao [1 ]
Wang, Hengshuai [1 ]
Wang, Jiang [1 ]
Wang, Sinan [1 ]
Lin, Daizong [1 ]
Lv, Li [1 ]
Zhou, Yu [1 ]
Luo, Xiaomin [1 ]
Jiang, Hualiang [1 ]
Luis Acena, Jose [2 ]
Soloshonok, Vadim A. [2 ,3 ]
Liu, Hong [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Biol Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
[2] Basque Fdn Sci, IKERBASQUE, Bilbao 48011, Spain
[3] Univ Basque Country UPV EHU, San Sebastian, Spain
基金
中国国家自然科学基金;
关键词
Diels-Alder reaction; Nickel (II); beta-Alanine; beta-Aminocyclohexane carboxylic acids; MICHAEL ADDITION-REACTIONS; EFFICIENT ASYMMETRIC-SYNTHESIS; NUCLEOPHILIC GLYCINE EQUIVALENTS; SUBSTITUTED PYROGLUTAMIC ACIDS; VIRTUALLY COMPLETE CONTROL; CHIRAL NI(II) COMPLEX; LARGE-SCALE SYNTHESIS; ALPHA-AMINO; ALDOL REACTIONS; FACE DIASTEREOSELECTIVITY;
D O I
10.1007/s00726-012-1404-x
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
This paper describes the design and synthesis of a new class of beta-alanine derived dienes stabilized by Ni(II)-complex. Preliminary study of their Diels-Alder cycloaddition reactions with several types of dienophiles demonstrates their significant synthetic potential for the preparation of various polyfunctional beta-aminocyclohexane carboxylic acids.
引用
收藏
页码:791 / 796
页数:6
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