Mitsuaki Yodo, Yoshihiro Matsushita, Eiichi Ohsugi
1988
Citations
0
Influential Citations
11
Citations
Journal
Chemical & Pharmaceutical Bulletin
Abstract
Optical isomers of methyl 6, 7-dichloro-2, 3-dihydrobenzo[b]furan-2-carboxylate (2) were prepared by means of both optical resolution and chiral synthesis. The resolution of the carboxylic acid 3 was achieved in a practical and efficient way via the l-and d-menthyl esters, which were directly converted to enantiomers of 2. Chiral synthesis of 2 was attained with high optical yield via acidcatalyzed cyclization of the β-hydroxysulfide 10 derived from optically active glycidyl phenyl sulfide 13. The optical resolution method was considered to be better for large-scale preparation from the economical and operational viewpoints.