Grob-Type Fragmentation of Five- and Six-Membered Rings Promoted by Cuprous Ion

M. F. Semmelhack, J. C. Tomesch

Research output: Contribution to journalLetter

11 Scopus citations

Abstract

Copper(I) salts, especially the triflate and trifluoroacetate, promote efficient cleavage of 1-hydroxy-2-[bis- (phenylthio)methyl]cyclohexane and cyclopentane; a cyclic intermediate is unlikely, as complete reaction requires more than 2 mol equiv of copper(I); the product contains aldehyde and latent aldehyde units.

Original languageEnglish (US)
Pages (from-to)2657-2658
Number of pages2
JournalJournal of Organic Chemistry
Volume42
Issue number15
DOIs
StatePublished - Jul 1 1977
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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