Lewis base catalyzed, enantioselective, intramolecular sulfenoamination of olefins

Scott E. Denmark, Hyung Min Chi

Research output: Contribution to journalArticlepeer-review


A method for the enantioselective, intramolecular sulfenoamination of various olefins has been developed using a chiral BINAM-based selenophosphoramide, Lewis base catalyst. Terminal and trans disubstituted alkenes afforded pyrrolidines, piperidines, and azepanes in high yields and high enantiomeric ratios via enantioselective formation and subsequent stereospecific capture of the thiiranium intermediate with the pendant tosyl-protected amine.

Original languageEnglish (US)
Pages (from-to)8915-8918
Number of pages4
JournalJournal of the American Chemical Society
Issue number25
StatePublished - Jun 25 2014

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry
  • Biochemistry
  • Colloid and Surface Chemistry


Dive into the research topics of 'Lewis base catalyzed, enantioselective, intramolecular sulfenoamination of olefins'. Together they form a unique fingerprint.

Cite this