Transition metal-catalyzed regioselective and stereoselective aminochlorination of cinnamic esters

Guigen Li, Han Xun Wei, Sun Hee Kim, Margret Neighbors

Research output: Contribution to journalArticlepeer-review

99 Scopus citations

Abstract

(formula presented) A new aminohalogenation process has been developed for the synthesis of vicinal haloamine derivatives using cinnamic esters as substrates. The reaction was performed in CH3CN using ZnCl2 or Cu(OTf)2 as catalyst and N,N-dichloro-p-toluenesulfonamide as chlorine/nitrogen source. Good to excellent yields and regio-and stereoselectivities have been obtained. The stereochemistry was unambiguously determined by transforming one of the products to a known sample.

Original languageEnglish
Pages (from-to)395-397
Number of pages3
JournalOrganic Letters
Volume1
Issue number3
DOIs
StatePublished - Aug 12 1999

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