Lewis acid catalyzed (3 + 2)-annulations of donor-acceptor cyclopropanes and ynamides

Mackay W. D., Fistikci M., Carris R. M., Johnson J. S.

Organic Letters, vol.16, no.6, pp.1626-1629, 2014 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 16 Issue: 6
  • Publication Date: 2014
  • Doi Number: 10.1021/ol500256n
  • Journal Name: Organic Letters
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1626-1629
  • Hakkari University Affiliated: No

Abstract

The Sc(OTf)3-catalyzed (3 + 2)-annulation of donor-acceptor cyclopropanes and ynamides is described, providing the corresponding cyclopentene sulfonamides in good to excellent yield. Deprotection and hydrolysis of the resulting ensulfonamides delivers 2,3-substituted cyclopentanones with high diastereoselectivity. © 2014 American Chemical Society.