CCL- and PLE-catalyzed reverse enantiomeric separation of various (+/-)-2-thienylicarbinols

Citation
C. Tanyeli et al., CCL- and PLE-catalyzed reverse enantiomeric separation of various (+/-)-2-thienylicarbinols, ENANTIOMER, 6(5), 2001, pp. 259-265
Citations number
16
Categorie Soggetti
Chemistry
Journal title
ENANTIOMER
ISSN journal
10242430 → ACNP
Volume
6
Issue
5
Year of publication
2001
Pages
259 - 265
Database
ISI
SICI code
1024-2430(2001)6:5<259:CAPRES>2.0.ZU;2-6
Abstract
(+/-)-2-Thienylcarbinols and their O-acetyl derivatives were resolved in re verse separation by CCL and PLE catalysed hydrolysis to afford optically ac tive 2-thienylcarbinols in 35%-99% e.e. that are valuable chiral building b locks, in particular in the synthesis of pheromones and some alkoloid type natural products. Absolute configurations were determined by the correlatio n of specific rotation values with the literature and by transforming into the corresponding secondary alcohols via reductive desulfurization by Ra-Ni .