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Molecules 2014, 19(1), 826-845; 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

1
State Key Laboratory of Biotherapy, West China Hospital, and West China School of Pharmacy, Sichuan University, Chengdu 610041, Sichuan, China
2
State Key Laboratory Breeding Base of Systematic Research, Development and Utilization of Chinese Medicine, Chengdu University of Traditional Chinese Medicine, Chengdu 610041, Sichuan, China
*
Authors to whom correspondence should be addressed.
Received: 9 December 2013 / Revised: 20 December 2013 / Accepted: 25 December 2013 / Published: 10 January 2014
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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.
Keywords: multi-component reaction; nickel(II); glycine; diastereoselectivity; unnatural amino acids multi-component reaction; nickel(II); glycine; diastereoselectivity; unnatural amino acids
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Zhou, R.; Guo, L.; Peng, C.; He, G.; Ouyang, L.; Huang, W. Diastereoselective Three-Component Reactions of Chiral Nickel(II) Glycinate for Convenient Synthesis of Novel α-Amino-β-Substituted-γ,γ-Disubstituted Butyric Acids. Molecules 2014, 19, 826-845.

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