title: Enantioselective dichlorination of allylic alcohols.
abstract: The development of an enantioselective allylic alcohol dichlorination catalyzed by dimeric cinchona alkaloid derivatives and employing aryl iododichlorides as chlorine sources is reported. Reaction optimization, exploration of the substrate scope, and a model for stereoinduction are presented.
authors.affiliation: Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, La Jolla, California 92037, USA. kcn@scripps.edu
authors.forename: K C
authors.initials: KC
authors.lastname: Nicolaou
authors.forename: Nicholas L
authors.initials: NL
authors.lastname: Simmons
authors.forename: Yongcheng
authors.initials: Y
authors.lastname: Ying
authors.forename: Philipp M
authors.initials: PM
authors.lastname: Heretsch
authors.forename: Jason S
authors.initials: JS
authors.lastname: Chen
mesh_terms: D000498:Allyl Compounds / Q000737:chemistry*; D002713:Chlorine / Q000737:chemistry*; D002930:Cinchona Alkaloids / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000498:Allyl Compounds; D002930:Cinchona Alkaloids; D020005:Propanols; C006463:allyl alcohol; D002713:Chlorine; C020722:cinnamyl alcohol