One-step synthesis of complex nitrogen heterocycles from lmines and alkyl-substituted maleic anhydrides

Yuchen Tang, James C. Fettinger, Jared T. Shaw

Research output: Contribution to journalArticle

27 Scopus citations

Abstract

Substituted maleic anhydrides react with imines to form poly cyclic lactam products. Diastereoselectivity can be controlled by altering the reaction conditions in some cases, and regiochemistry is dictated by the structure of the allylic substituents on the anhydride. Cyclic imines, including dihydro-β-carbolines and dihydroisoquinolines, exhibit the highest level of reactivity in these new annulation reactions.

Original languageEnglish (US)
Pages (from-to)3802-3805
Number of pages4
JournalOrganic Letters
Volume11
Issue number17
DOIs
StatePublished - Sep 3 2009

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ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

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