Total synthesis and stereochemical assignment of (±)-sorbiterrin A

Chao Qi, Tian Qin, Daisuke Suzuki, John A. Porco

Research output: Contribution to journalArticle

28 Scopus citations

Abstract

A concise, biomimetic approach to sorbiterrin A has been developed employing consecutive Michael additions of a 4-hydroxypyrone to a sorbicillinol derivative and silver nanoparticle-mediated bridged aldol/dehydration to construct the [3.3.1] ring system. The relative stereochemistry of sorbiterrin A was unambiguously confirmed by X-ray crystallographic analysis.

Original languageEnglish (US)
Pages (from-to)3374-3377
Number of pages4
JournalJournal of the American Chemical Society
Volume136
Issue number9
DOIs
Publication statusPublished - Mar 5 2014
Externally publishedYes

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ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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