Hydrosilanes are not always reducing agents for carbonyl compounds, II: Ruthenium-catalyzed deprotection of tert-butyl groups in carbamates, carbonates, esters, and ethers

Shiori Hanada, Akihiro Yuasa, Hirotaka Kuroiwa, Yukihiro Motoyama, Hideo Nagashima

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Hydrosilanes act as a reagent to cleave the C-O bond of OtBu groups in carbamates, carbonates, esters, and ethers by catalysis of a triruthenium cluster. The reaction offers a novel deprotection method, for OiBu groups under neutral conditions, showing unique selectivities that have never been accomplished with conventional Bronsted or Lewis acidic promoters. Possible mechanisms for C-O cleavage are discussed on the basis of NMR spectroscopic analysis.

Original languageEnglish
Pages (from-to)1021-1025
Number of pages5
JournalEuropean Journal of Organic Chemistry
Issue number6
DOIs
Publication statusPublished - Feb 2010

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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