Asymmetric Synthesis of All Four Isomers of an Unusual Heterocycle-Containing Amino Acid ： 2-Amino-3-furan-2-yl-pentanoic Acid  

作　　者：Nie,Lei Yang,Rui Zhang,Conghai Yin,Haichuan Yan,Shengjiao Lin,Jun 

机构地区：[1]Key Laboratory of Medicinal Chemistry for Natural Resource,School of Chemical Science and Technology,Yunnan University,Kunming,Yunnan 650091,China [2]The Education Department of Yunnan Province,Kunming,Yunnan 650091,China

出　　处：《Chinese Journal of Chemistry》2012年第2期460-465,共6页中国化学（英文版）

基　　金：Project supported by the National Natural Science Foundation of China （Nos. 20472071, 20562014 and 30860342） and Natural Science Foundation of Yunnan Province （No. 2009cc017）.

摘　　要：All four isomers of a novel fl-branched unusual amino acid were designed and synthesized with high stereoselectivity （〉 90% de） and in 33%--44% overall yields by the use of 4（R/S）-5,5-dimethyl-4-phenyl-oxazolidin-2-one as the chiral auxiliary via asymmetric 1,4-Michael addition, direct or indirect azidation, hydrolysis and hydrogenation reactions.All four isomers of a novel fl-branched unusual amino acid were designed and synthesized with high stereoselectivity （〉 90% de） and in 33%--44% overall yields by the use of 4（R/S）-5,5-dimethyl-4-phenyl-oxazolidin-2-one as the chiral auxiliary via asymmetric 1,4-Michael addition, direct or indirect azidation, hydrolysis and hydrogenation reactions.

关 键 词：asymmetric synthesis unusual amino acid oxazolidinone chiral auxiliary 2-amino-3-furan-2-yl- pentanoic acid 

分 类 号：O621.34[理学—有机化学] Q517[理学—化学]