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Molecules. 2014 Jan 10;19(1):826-45. doi: 10.3390/molecules19010826.

Diastereoselective three-component reactions of chiral nickel(II) glycinate for convenient synthesis of novel α-amino-β-substituted-γ,γ-disubstituted butyric acids.

Author information

1
State Key Laboratory of Biotherapy, West China Hospital, and West China School of Pharmacy, Sichuan University, Chengdu 610041, Sichuan, China. sklb_zhourui@126.com.
2
State Key Laboratory of Biotherapy, West China Hospital, and West China School of Pharmacy, Sichuan University, Chengdu 610041, Sichuan, China. guoli@scu.edu.cn.
3
State Key Laboratory of Biotherapy, West China Hospital, and West China School of Pharmacy, Sichuan University, Chengdu 610041, Sichuan, China. pengchengchengdu@126.com.
4
State Key Laboratory of Biotherapy, West China Hospital, and West China School of Pharmacy, Sichuan University, Chengdu 610041, Sichuan, China. hegu@scu.edu.cn.
5
State Key Laboratory of Biotherapy, West China Hospital, and West China School of Pharmacy, Sichuan University, Chengdu 610041, Sichuan, China. ouyangliang@scu.edu.cn.
6
State Key Laboratory of Biotherapy, West China Hospital, and West China School of Pharmacy, Sichuan University, Chengdu 610041, Sichuan, China. huangwei@cdutcm.edu.cn.

Abstract

The convenient, high yielding and diastereoselective synthesis of α-amino-β-substituted-γ,γ-disubstituted butyric acid derivatives was carried out by a three-component tandem reaction of a chiral equivalent of nucleophilic glycine. The reaction was performed smoothly under mild conditions and enabled the construction of two or three adjacent chiral centers in one step, thus affording a novel and convenient route to α-amino-β-substituted-γ,γ-disubstituted butyric acid derivatives.

PMID:
24434695
DOI:
10.3390/molecules19010826
[Indexed for MEDLINE]
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