Chemo- And regioselective intramolecular hydrosilylative carbocyclization of allenynes

Takanori Shibata*, Sho Kadowaki, Kentaro Takagi

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

25 Citations (Scopus)

Abstract

Rhodium complex catalyzed hydrosilylative carbocyclization of various allenynes and trialkoxysilanes proceeded smoothly under an atmosphere of carbon monoxide to give hydrosilylated cyclic products. The intramolecular coupling of allene and alkyne is chemo-and regioselective: silylrhodation to an internal olefinic moiety of the allene proceeded exclusively, and subsequent carbometalation to the alkyne provided cyclic 1,4-dienes. The use of alkoxysilane and the substituents on the allene terminus play pivotal roles in the selectivity.

Original languageEnglish
Pages (from-to)4116-4120
Number of pages5
JournalOrganometallics
Volume23
Issue number17
DOIs
Publication statusPublished - 2004 Aug 16

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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