title: Highly stereoselective chlorination of beta-substituted cyclic alcohols using PPh3-NCS: factors that control the stereoselectivity.
abstract: A variety of trans-beta-substituted cyclic alcohols were stereoselectively chlorinated to either the corresponding cis-chloride or trans-chloride (inversion or retention of configuration) with good to excellent yields; the stereochemical outcome is determined by the size of the ring and the nature of the beta-substituents, especially the electronegativity of the substituted atom.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Madras, Chennai, Tamil Nadu, 600 036, India.
authors.forename: E A
authors.initials: EA
authors.lastname: Jaseer
authors.forename: Ajay B
authors.initials: AB
authors.lastname: Naidu
authors.forename: Sreehari S
authors.initials: SS
authors.lastname: Kumar
authors.forename: R Koteshwar
authors.initials: RK
authors.lastname: Rao
authors.forename: Krishna G
authors.initials: KG
authors.lastname: Thakur
authors.forename: G
authors.initials: G
authors.lastname: Sekar