Synthesis and absolute configuration of (S)-(-)- and (R)-(+)-2,3-dihydro-2-(1-methylethenyl)-6-methoxybenzofuran

Authors
Tovar-Miranda, R Cortes-Garcia, R Trinidad-Nino, LR Joseph-Nathan, P
Citation
R. Tovar-miranda et al., Synthesis and absolute configuration of (S)-(-)- and (R)-(+)-2,3-dihydro-2-(1-methylethenyl)-6-methoxybenzofuran, J NAT PROD, 62(8), 1999, pp. 1085-1087
Citations number
16
Categorie Soggetti
Agricultural Chemistry","Pharmacology & Toxicology
Journal title
JOURNAL OF NATURAL PRODUCTS
ISSN journal
01633864 → ACNP
Volume
62
Issue
8
Year of publication
1999
Pages
1085 - 1087
Database
ISI
SICI code
0163-3864(199908)62:8<1085:SAACO(>2.0.ZU;2-6
Abstract
Resolution of racemic 2,3-dihydro-2-carboxy-6-methoxybenzofuran (2) by recr ystallizations of diastereomeric salts prepared with (S)-(-)-alpha-methylbe nzylamine and (R)-(+)-alpha-methylbenzylamine gave the starting materials f or the four-step total syntheses of (S)-(-)-2,3-dihydro-2-(1-methylethenyl) -6-methoxybenzofuran (1a) and (R)-(+)-2,3-dihydro-2-(1-methylethenyl)-6-met hoxybenzofuran (1b). Their absolute configuration was established by chemic al correlation.