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

doi:10.1016/0022-328X(94)80126-6

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

^*Corresponding author for this work

Waseda University

Research output: Contribution to journal › Article › peer-review

2 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 language	English
Pages (from-to)	257-264
Number of pages	8
Journal	Journal of Organometallic Chemistry
Volume	473
Issue number	1-2
DOIs	https://doi.org/10.1016/0022-328X(94)80126-6
Publication status	Published - 1994 Jun 28

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

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10.1016/0022-328X(94)80126-6

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

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.",

keywords = "Allyl, Catalysis, Formic acid, Reductive cleavage, Ruthenium",

author = "Yooichiroh Maruyama and Takao Sezaki and Masafumi Tekawa and Toshiaki Sakamoto and Isao Shimizu and Akio Yamamoto",

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T1 - Ruthenium-catalysed reductive cleavage of allylic esters with formic acid and triethylamine. Application to short-step synthesis of α-hydroxy acids

AU - Maruyama, Yooichiroh

AU - Sezaki, Takao

AU - Tekawa, Masafumi

AU - Sakamoto, Toshiaki

AU - Shimizu, Isao

AU - Yamamoto, Akio

PY - 1994/6/28

Y1 - 1994/6/28

N2 - 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.

AB - 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.

KW - Allyl

KW - Catalysis

KW - Formic acid

KW - Reductive cleavage

KW - Ruthenium

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SN - 0022-328X

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EP - 264

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 1-2

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

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