The magnitude of the stereodirecting effect of an allylic alkoxy-substituent in an amidomercuration cyclization

James M. Takacs, Mark A. Helle, Bharat J. Sanyal, Todd A. Eberspacher

Research output: Contribution to journalArticle

13 Scopus citations

Abstract

A surprisingly large stereodirecting effect for the allylic alkoxy-substituent (> 4 kcal/mol) is revealed in the amidomercuration cyclization of an unsaturated amidal in which the stereodirecting effect of the allylic alkoxy-substituent competes against the stcreodirecting effect of a stereogenic amidal center.

Original languageEnglish (US)
Pages (from-to)6765-6768
Number of pages4
JournalTetrahedron Letters
Volume31
Issue number47
DOIs
StatePublished - 1990

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'The magnitude of the stereodirecting effect of an allylic alkoxy-substituent in an amidomercuration cyclization'. Together they form a unique fingerprint.

  • Cite this