An Unusual Simmons-Smith Reaction Affording Noncyclopropyl Compounds. New Route to 2-Methylenecycloalkanols from Silyl Alkenyl Ethers

Shinji Murai*, Tomoyuki Aya, Tsumoru Renge, Ilhyong Ryu, Noboru Sonoda

*Corresponding author for this work

Research output: Contribution to journalLetterpeer-review

30 Scopus citations

Abstract

Reaction of silyl cycloalkenyl ethers under a certain Simmons-Smith reaction conditions gives silyl ethers of 2-methylenecycloalkanols, and these noncyclopropyl products have been shown to arise by the isomerization of initially produced silyl cyclopropyl ethers with zinc iodide which is formed during the course of Simmons-Smith reaction.

Original languageEnglish
Pages (from-to)858-859
Number of pages2
JournalJournal of Organic Chemistry
Volume39
Issue number6
DOIs
StatePublished - 1 Mar 1974

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