Highly Z/E stereoselective approach to β-iodo aza Morita-Baylis-Hillman adducts

Cody Timmons, Adiseshu Kattuboina, Soham Banerjee, Guigen Li

Research output: Contribution to journalArticle

20 Scopus citations

Abstract

A multicomponent reaction between sulfonyl-protected imines, magnesium iodide, and acetylenic esters or ketones is described. The resulting β-iodo aza Morita-Baylis-Hillman adducts were obtained in good yields and excellent Z/E stereoselectivities. The reaction showed good tolerance for sulfonyl protecting groups, as well as for acetylenic ketones and esters. This work presents the first synthetic approach to β-iodo aza Morita-Baylis-Hillman adducts.

Original languageEnglish
Pages (from-to)7151-7154
Number of pages4
JournalTetrahedron
Volume62
Issue number30
DOIs
StatePublished - Jul 24 2006

Keywords

  • Imines
  • Magnesium iodide
  • Morita-Baylis-Hillman adducts
  • Multicomponent reactions

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