文献类型：期刊文献

英文题名：New asymmetric synthesis of several biaryl diacids and dinaphthol via biaryl coupling reaction induced by chiral auxiliaries

作者：Qin, C; Liu, M; Song, LK; Rong, GB

机构：[1]E China Univ Sci & Technol, Dept Chem, Shanghai 200237, Peoples R China

年份：2002

卷号：22

期号：12

起止页码：1013

外文期刊名：CHINESE JOURNAL OF ORGANIC CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000179740800013)】；

语种：英文

外文关键词：optically active biaryl compound; biaryl coupling reaction; chiral auxiliary

摘要：Optically active (R)- and (S)-6,6'-dinitrobiphenyl-2,2"-dicarboxylic acid (4a), (R)-6,6'-dimethylbiphenyl 2,2-dicarboxylic acid (4b), (R)-1,1'-binaphthyl-2,2'-dicarboxyhe acid (13) were synthesized by the asymmetric Ullmann coupling reaction induced by derivatives of alpha-D-glucose 5, 6, 7, menthol (8), fenchol (9). (S)-2,2'-Binapthol (15) was prepared from 2-napthol via an oxidative coupling reaction catalyzed by three chiral complexes prepared in situ from CuCl (10 mol%) and chiral phosphoramides 16, 17, 18. The products 4, 13 and 15 have moderate ee values.