Regiodivergent addition of phenols to allylic oxides: Control of 1,2- and 1,4-additions for cyclitol synthesis

Matthew J. Moschitto, David N. Vaccarello, Chad A. Lewis

Research output: Contribution to journalArticlepeer-review

11 Scopus citations

Abstract

Control of 1,2- and 1,4-addition of substituted phenols to allylic oxides is achieved by intercepting palladium π-allyl complexes. The interconversion of palladium complexes results in the total synthesis of MK7607, cyathiformine B type, streptol, and a new cyclitol.

Original languageEnglish (US)
Pages (from-to)2142-2145
Number of pages4
JournalAngewandte Chemie - International Edition
Volume54
Issue number7
DOIs
StatePublished - Feb 9 2015
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Keywords

  • Carbasugars
  • Homogeneous catalysis
  • Palladium
  • Regiodivergence
  • Synthetic methods

Fingerprint

Dive into the research topics of 'Regiodivergent addition of phenols to allylic oxides: Control of 1,2- and 1,4-additions for cyclitol synthesis'. Together they form a unique fingerprint.

Cite this