Highly diastereoselective preparation of cyclic sulfates from allyl and homoallyl alcohols via one-pot halocyclosulfations

Masahiro Inoue, Shinji Motomatsu, Masahisa Nakada

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Diastereoselective electrophilic heteroatom cyclizations of the monosulfates of homoallyl and allyl alcohols are described. This cyclization tends to afford thermodynamically favored products, and high 1,3-asymmetric induction is observed in the case of homoallyl alcohols.

Original languageEnglish
Pages (from-to)2857-2866
Number of pages10
JournalSynthetic Communications
Volume33
Issue number16
DOIs
Publication statusPublished - 2003 Aug 15

Keywords

  • Allyl alcohol
  • Asymmetric induction
  • Cyclic sulfate
  • Halocyclosulfation
  • Homoallyl alcohol

ASJC Scopus subject areas

  • Organic Chemistry

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