PRACTICAL SYNTHESES OF (S)-4-HYDROXYTETRAHYDROFURAN-2-ONE, (S)-3-HYDROXYTETRAHYDROFURAN AND THEIR (R)-ENANTIOMERS

Authors
YUASA Y TSURUTA H
Citation
Y. Yuasa et H. Tsuruta, PRACTICAL SYNTHESES OF (S)-4-HYDROXYTETRAHYDROFURAN-2-ONE, (S)-3-HYDROXYTETRAHYDROFURAN AND THEIR (R)-ENANTIOMERS, Liebigs Annalen, (9), 1997, pp. 1877-1879
Citations number
11
Categorie Soggetti
Chemistry
Journal title
Liebigs Annalen → ACNP
ISSN journal
09473440
Issue
9
Year of publication
1997
Pages
1877 - 1879
Database
ISI
SICI code
0947-3440(1997):9<1877:PSO((>2.0.ZU;2-S
Abstract
Optically active 4-hydroxytetrahydrofuran-2-one (3) has been synthesiz ed in good yield from optically active ethyl 4-chloro-3-hydroxybutanoa te (2) by refluxing with dilute hydrochloric acid. In a similar manner , optically active 3-hydroxytetrahydrofuran (5) was prepared from opti cally active 4-chloro-1,3-butanediol (4), which was derived from 2 by NaBH4 reduction. These new cyclizations proceed without racemization.