Highly stereoselective chlorination of β-substituted cyclic alcohols using PPh3–NCS: factors that control the stereoselectivity.

Autor: E. A. Jaseer, Ajay B. Naidu, Sreehari S. Kumar, R. Koteshwar Rao, Krishna G. Thakur, G. Sekar
Předmět:
Zdroj: Chemical Communications; Feb2007, Vol. 2007 Issue 8, p867-869, 3p
Abstrakt: A variety of trans-β-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 β-substituents, especially the electronegativity of the substituted atom. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index