The unsymmetrical silaketal as a neutral, removable tether for effecting intramolecular diels-alder reactions.

John W. Gillard, Réjean Fortin, Erich L. Grimm, Michel Maillard, Michael Tjepkema, Michael A. Bernstein, Robert Glaser

Research output: Contribution to journalArticlepeer-review

50 Scopus citations

Abstract

Silaketals, in which reactive dienes and dienophiles are linked, can participate in intramolecular Diels-Alder reactions to produce products with a high degree of stereocontrol and with regiochemistry opposite to that predicted by bond polarization models.

Original languageEnglish
Pages (from-to)1145-1148
Number of pages4
JournalTetrahedron Letters
Volume32
Issue number9
DOIs
StatePublished - 25 Feb 1991
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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