title: Diastereoselective and enantioselective silylation of 2-arylcyclohexanols.
abstract: The silylation-based kinetic resolution of trans 2-arylcyclohexanols was accomplished by employing a triaryl silyl chloride as the derivatizing reagent with a commercially available isothiourea catalyst. The methodology is selective for the trans diastereomer over the cis, which provides an opportunity to selectively derivatize one stereoisomer out of a mixture of four. By employing this technology, a facile, convenient method to form a highly enantiomerically enriched silylated alcohol was accomplished through a one-pot reduction-silylation sequence that started with a 2-aryl-substituted ketone.
authors.affiliation: The University of South Carolina, 631 Sumter Street, Columbia, South Carolina 29208, United States.
authors.forename: Li
authors.initials: L
authors.lastname: Wang
authors.affiliation: The University of South Carolina, 631 Sumter Street, Columbia, South Carolina 29208, United States.
authors.forename: Ravish K
authors.initials: RK
authors.lastname: Akhani
authors.affiliation: The University of South Carolina, 631 Sumter Street, Columbia, South Carolina 29208, United States.
authors.forename: Sheryl L
authors.initials: SL
authors.lastname: Wiskur