Silicon-Directed Rhenium Catalyzed Allylic Carbaminations and Oxidative Fragmentations of γ-Silyl Allylic Alcohols

Sanjay W. Chavhan, Matthew J. Cook

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

A highly regioselective allylic substitution of β-silyl allylic alcohols has been achieved that provides the branched isomer as a single product. This high level of regiocontrol is achieved through the use of a vinyl silane group that can perform a Hiyama coupling providing 1,3-disubstituted allylic amines. An unusual oxidative fragmentation product was also observed at elevated temperature that appears to proceed by a Fleming–Tamao-type oxidation–elimination pathway.
Original languageEnglish
Pages (from-to)4891-4895
Number of pages5
JournalChemistry - A European Journal
Volume20
Issue number17
Early online date27 Mar 2014
DOIs
Publication statusPublished - 22 Apr 2014

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