A novel method for the synthesis of (R)-2,2′-dihydroxy-1,1′-binaphthyl-3,3′-dicarboxylic acid by asymmetric oxidative coupling of a chiral β-naphthol derivative catalyzed by CuCl

被引：17
|
作者：
Xin, ZQ
Da, CS
Dong, SL
Liu, DX
Wei, J
Wang, R [1 ]
机构：
[1] Lanzhou Univ, Sch Life Sci, Dept Biochem & Mol Biol, Lanzhou 730000, Peoples R China
[2] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China
来源：
TETRAHEDRON-ASYMMETRY | 2002年 / 13卷 / 17期
基金：
中国国家自然科学基金;
关键词：
D O I：
10.1016/S0957-4166(02)00507-4
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Asymmetric oxidative coupling of (S)-1-(3-hydroxy-2-naphthylcarbonyl)pyrrolidine-2-carboxylic acid methyl ester 1 catalyzed by CuCl afforded (S,S,R)-2,2'-dihydroxy-3,3'-bis(2-methoxycarbonyl-1-pyrrolidinylcarbonyl)-1,1'-binapthalene 2 with diastereomeric excess up to 65.9%. (R)-BINOL-3,3'-diacid 3 was obtained in 30% overall yield and 97% e.e. by separating the diastereomers and hydrolyzing 2. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：1937 / 1940
页数：4
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