Annulation reactions of chiral vinylsulfonium salts with 2-indolecarboxaldehyde

Kyung Hee Kim, Sammy Metobo, Leslie S. Jimenez

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

The preparation of the chiral vinylsulfonium salts 4, 5, and 6 is described. Their use in an annulation with 2-indolecarboxaldehyde and sodium azide proceeds to form the azido alcohol 2 with low asymmetic induction. These results represent an initial investigation of the asymmetric induction obtained from enantiomerically pure vinylsulfonium salts.

Original languageEnglish (US)
Pages (from-to)29-47
Number of pages19
JournalPhosphorus, Sulfur and Silicon and Related Elements
Volume176
DOIs
StatePublished - Jan 1 2001

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Organic Chemistry
  • Inorganic Chemistry

Keywords

  • Asymmetric induction
  • Bicyclic heterocyclic compounds
  • Sulfonium salts

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