Hydrocarbon oxidation vs C-C bond-forming approaches for efficient syntheses of oxygenated molecules

Kenneth J. Fraunhoffer, Daniel A. Bachovchin, M. Christina White

Research output: Contribution to journalArticle

Abstract

(Chemical Equation Presented) A hydrocarbon oxidation approach has been applied to the construction of several linear (E)-allylic alcohols that have served as intermediates in the synthesis of natural products and natural product-like molecules. In the original syntheses, these intermediates were constructed using a standard Wittig-type olefination approach. We report here that routes to these same intermediates designed around a hydrocarbon oxidation approach are more efficient both in the total number of functional group manipulations (FGMs) and overall steps, as well as in the overall yield.

Original languageEnglish (US)
Pages (from-to)223-226
Number of pages4
JournalOrganic Letters
Volume7
Issue number2
DOIs
StatePublished - Jan 20 2005
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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