One-Pot in Situ Formation and Reaction of Trimethyl(trichloromethyl)silane: Application to the Synthesis of 2,2,2-Trichloromethylcarbinols
Kevin E. Henegar* and Ricardo Lira
*Pfizer Global Research and Development, Groton Laboratories
Eastern Point Road, Groton, Connecticut 06340, United States, Email:
kevin.e.henegar
pfizer.com
K. E. Henegar, R. Lira, J. Org. Chem., 2012, 77, 2999-3004.
DOI: 10.1021/jo202588j
Abstract
A scalable procedure for the synthesis of TMS-protected-2,2,2-trichloromethylcarbinols and 2,2,2-trichloromethylcarbinols employs an in situ generation and reaction of trimethyl(trichloromethyl)silane (CCl3-TMS). The procedure avoids the exposure of the carbonyl compounds to the strongly basic conditions typically used for this transformation and also avoids isolation of the difficult-to-handle CCl3-TMS.
see article for more examples
Key Words
2,2,2-Trichloromethylcarbinols
ID: J42-Y2012-0840
