Cyclic transition state in the acid catalyzed intramolecular allylstannane-aldehyde condensation

Vladimir Gevorgyan, Isao Kadota, Yoshinori Yamamoto

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58 Citations (Scopus)

Abstract

Brφnsted acid catalyzed or Bu4NF-TiCl4 mediated cyclization of (Z)-ω-stannyl ether aldehyde 1a gives 2a, whereas (E)-isomer 1b affords 2b. To explain this stereochemical outcome, a push mechanism is proposed.

Original languageEnglish
Pages (from-to)1313-1316
Number of pages4
JournalTetrahedron Letters
Volume34
Issue number8
DOIs
Publication statusPublished - Feb 19 1993
Externally publishedYes

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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