Dynamic stereochemistry: Mechanistic controversy in the silver oxide-bromine induced cyclizations of alcohols

Mark M. Green, J. Michael Moldowan, John G. McGrew

Research output: Contribution to journalArticle

Abstract

The abstraction of a diastereotopic hydrogen (1,4) in the silver oxide-bromine catalysed formation of tetrahydrofurans from three acyclic secondary alcohols has been shown to be stereoanalogous to the hydrogen abstraction in lead tetra-acetate generated alkoxy-radicals in the same molecules.

Original languageEnglish (US)
Pages (from-to)451-452
Number of pages2
JournalJournal of the Chemical Society D: Chemical Communications
Issue number13
DOIs
StatePublished - 1973

Fingerprint

Silver oxides
Bromine
Stereochemistry
Cyclization
Hydrogen
Alcohols
Furans
Acetates
Lead
Molecules
disilver oxide
alkoxyl radical
lead acetate

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Dynamic stereochemistry : Mechanistic controversy in the silver oxide-bromine induced cyclizations of alcohols. / Green, Mark M.; Moldowan, J. Michael; McGrew, John G.

In: Journal of the Chemical Society D: Chemical Communications, No. 13, 1973, p. 451-452.

Research output: Contribution to journalArticle

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