Enantioselective (Formal) Aza-diels-alder reactions with non-danishefsky-type dienes

Uttam K. Tambar, Sharon K. Lee, James L. Leighton

Research output: Contribution to journalArticlepeer-review

40 Scopus citations

Abstract

Enantioselective (formal) aza-Diels-Alder reactions between acylhydrazones and non-Danishefsky-type dienes have been developed. The reactions are promoted by a simple and economical chiral silicon Lewis acid and are typically conducted at ambient temperature. Both glyoxylate- and aliphatic aldehyde-derived hydrazones may be employed, as may variously substituted dienes, leading to the synthesis of a diverse array of tetrahydropyridines with good to excellent levels of enantioselectivity.

Original languageEnglish (US)
Pages (from-to)10248-10250
Number of pages3
JournalJournal of the American Chemical Society
Volume132
Issue number30
DOIs
StatePublished - Aug 4 2010

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry
  • Biochemistry
  • Colloid and Surface Chemistry

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