A solid-supported stereoselective multicomponent reaction: One-pot generation of three asymmetric carbons

Gerardo Byk, Eihab Kabha

Research output: Contribution to journalArticlepeer-review

9 Scopus citations

Abstract

Herein, we describe a solid-supported stereoselective multicomponent reaction. One of the components, a β-keto-γ-lactam derived from alanine is generated in situ on the solid support and the addition of two equivalents of an aromatic aldehyde and one equivalent of urea generates a spiro-bicyclic γ-lactam bearing three asymmetric carbons in a totally stereoselective manner resulting in a single product. The same reaction performed in solution displayed moderate stereoselectivity.

Original languageEnglish
Pages (from-to)747-748
Number of pages2
JournalSynlett
Issue number5
DOIs
StatePublished - 17 Mar 2006

Keywords

  • Multicomponent reaction
  • Solid-phase organic synthesis
  • Spiro-heterobicyclic system
  • Stereoselectivity

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