Trichloromethanesulfonyl Chloride: A Chlorinating Reagent for Aldehydes
Ciril Jimeno, Lidong Cao and Philippe Renaud*
*Department of Chemistry and Biochemistry, University of
Bern, Freiestrasse 3, CH-3012 Bern, Switzerland, Email: philippe.renaud
dcb.unibe.ch
C. Jimeno, L. Cao, P. Renaud, J. Org. Chem., 2016, 81, 1251-1255.
DOI: 10.1021/acs.joc.5b02453
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Abstract
The use of the commercially available trichloromethanesulfonyl chloride enables an efficient α-chlorination of aldehydes, including a catalytic asymmetric version, under very mild reaction conditions. This chlorinating reagent facilitates workup and purification of the product, and minimizes the formation of toxic, chlorinated organic waste.
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Key Words
α-chlorination, chlorohydrins, sodium borohydride
ID: J42-Y2016
