Reduction of Carbonyl Function to a Methyl Group

Gan B. Bajracharya; Tsutomu Nogami; Tienan Jin; Kumiko Matsuda; Vladimir Gevorgyan; Yoshinori Yamamoto

doi:10.1055/s-2003-44356

Reduction of Carbonyl Function to a Methyl Group

Gan B. Bajracharya, Tsutomu Nogami, Tienan Jin, Kumiko Matsuda, Vladimir Gevorgyan, Yoshinori Yamamoto

SCI - Research and Analytical Center for Giant Molecules

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

38 Citations (Scopus)

Abstract

A direct exhaustive reduction of aliphatic carbonyl functions (aldehydes, acyl chlorides, esters and carboxylic acids) to a methyl group by triethylsilane (Et₃SiH) in the presence of catalytic amount of tris(pentafluorophenyl)borane [B(C₆F₅)₃] is described. Aromatic carbonyl functions could undergo partial reduction to the corresponding TES-protected benzylic alcohols.

Original language	English
Pages (from-to)	308-311
Number of pages	4
Journal	Synthesis
Issue number	2
DOIs	https://doi.org/10.1055/s-2003-44356
Publication status	Published - 2004 Feb 2

Keywords

Acyl chlorides
Aldehydes
Carboxylic acids
Esters
Reductions

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1055/s-2003-44356

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title = "Reduction of Carbonyl Function to a Methyl Group",

abstract = "A direct exhaustive reduction of aliphatic carbonyl functions (aldehydes, acyl chlorides, esters and carboxylic acids) to a methyl group by triethylsilane (Et3SiH) in the presence of catalytic amount of tris(pentafluorophenyl)borane [B(C6F5)3] is described. Aromatic carbonyl functions could undergo partial reduction to the corresponding TES-protected benzylic alcohols.",

keywords = "Acyl chlorides, Aldehydes, Carboxylic acids, Esters, Reductions",

author = "Bajracharya, {Gan B.} and Tsutomu Nogami and Tienan Jin and Kumiko Matsuda and Vladimir Gevorgyan and Yoshinori Yamamoto",

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language = "English",

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T1 - Reduction of Carbonyl Function to a Methyl Group

AU - Bajracharya, Gan B.

AU - Nogami, Tsutomu

AU - Jin, Tienan

AU - Matsuda, Kumiko

AU - Gevorgyan, Vladimir

AU - Yamamoto, Yoshinori

PY - 2004/2/2

Y1 - 2004/2/2

N2 - A direct exhaustive reduction of aliphatic carbonyl functions (aldehydes, acyl chlorides, esters and carboxylic acids) to a methyl group by triethylsilane (Et3SiH) in the presence of catalytic amount of tris(pentafluorophenyl)borane [B(C6F5)3] is described. Aromatic carbonyl functions could undergo partial reduction to the corresponding TES-protected benzylic alcohols.

AB - A direct exhaustive reduction of aliphatic carbonyl functions (aldehydes, acyl chlorides, esters and carboxylic acids) to a methyl group by triethylsilane (Et3SiH) in the presence of catalytic amount of tris(pentafluorophenyl)borane [B(C6F5)3] is described. Aromatic carbonyl functions could undergo partial reduction to the corresponding TES-protected benzylic alcohols.

KW - Acyl chlorides

KW - Aldehydes

KW - Carboxylic acids

KW - Esters

KW - Reductions

UR - http://www.scopus.com/inward/record.url?scp=1242296022&partnerID=8YFLogxK

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DO - 10.1055/s-2003-44356

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EP - 311

JO - Synthesis

JF - Synthesis

IS - 2

ER -

Reduction of Carbonyl Function to a Methyl Group

Abstract

Keywords

ASJC Scopus subject areas

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