Ruthenium-catalysed reductive cleavage of allylic esters with formic acid and triethylamine. Application to short-step synthesis of α-hydroxy acids

Yooichiroh Maruyama, Takao Sezaki, Masafumi Tekawa, Toshiaki Sakamoto, Isao Shimizu, Akio Yamamoto

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Ruthenium-catalysed reductive cleavage reactions of allylic carboxylates and carbonates with formic acid and triethylamine to give olefins were explored. As an application of the ruthenium-catalysed processes, a new synthetic route to α-hydroxy acids has been discovered. The reductive cleavage of allylic esters is considered to proceed through π-allylruthenium intermediates.

Original languageEnglish
Pages (from-to)257-264
Number of pages8
JournalJournal of Organometallic Chemistry
Volume473
Issue number1-2
DOIs
Publication statusPublished - 1994 Jun 28

Fingerprint

formic acid
Formic Acid Esters
Hydroxy Acids
Ruthenium
Formic acid
ruthenium
esters
cleavage
Esters
acids
Acids
Carbonates
Alkenes
synthesis
carboxylates
alkenes
Olefins
carbonates
routes
triethylamine

Keywords

  • Allyl
  • Catalysis
  • Formic acid
  • Reductive cleavage
  • Ruthenium

ASJC Scopus subject areas

  • Biochemistry
  • Chemical Engineering (miscellaneous)
  • Inorganic Chemistry
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Materials Science (miscellaneous)
  • Materials Chemistry

Cite this

Ruthenium-catalysed reductive cleavage of allylic esters with formic acid and triethylamine. Application to short-step synthesis of α-hydroxy acids. / Maruyama, Yooichiroh; Sezaki, Takao; Tekawa, Masafumi; Sakamoto, Toshiaki; Shimizu, Isao; Yamamoto, Akio.

In: Journal of Organometallic Chemistry, Vol. 473, No. 1-2, 28.06.1994, p. 257-264.

Research output: Contribution to journalArticle

Maruyama, Yooichiroh ; Sezaki, Takao ; Tekawa, Masafumi ; Sakamoto, Toshiaki ; Shimizu, Isao ; Yamamoto, Akio. / Ruthenium-catalysed reductive cleavage of allylic esters with formic acid and triethylamine. Application to short-step synthesis of α-hydroxy acids. In: Journal of Organometallic Chemistry. 1994 ; Vol. 473, No. 1-2. pp. 257-264.
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