Temporary restraints to overcome steric obstacles: An efficient strategy for the synthesis of mycalamideB

John C. Jewett, Viresh H. Rawal

Research output: Contribution to journalArticle

8 Scopus citations

Abstract

Restrain and release: A one-pot MukaiyamaMichael/epoxidation sequence introduced three stereocenters, an intramolecular isocyanate trapping produced a rigid 10-membered cyclic carbamate, and the selective opening of the cyclic carbamate was used to reveal the fully constructed natural product.

Original languageEnglish (US)
Pages (from-to)8682-8685
Number of pages4
JournalAngewandte Chemie - International Edition
Volume49
Issue number46
DOIs
StatePublished - Nov 8 2010
Externally publishedYes

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Keywords

  • DielsAlder reaction
  • MukaiyamaMichael reaction
  • amides
  • mycalamideB
  • natural products

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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