Selective reduction of carboxylic acids to aldehydes catalyzed by B(C 6F5)3

David Bézier; Sehoon Park; Maurice Brookhart

doi:10.1021/ol303296a

Selective reduction of carboxylic acids to aldehydes catalyzed by B(C ₆F₅)₃

David Bézier, Sehoon Park, Maurice Brookhart^*

^*Corresponding author for this work

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

85 Scopus citations

Abstract

B(C₆F₅)₃ efficiently catalyzes hydrosilylation of aliphatic and aromatic carboxylic acids to produce disilyl acetals under mild conditions. Catalyst loadings can be as low as 0.05 mol %, and bulky tertiary silanes are favored to give selectively the acetals. Acidic workup of the disilyl acetals results in the formation of aldehydes in good to excellent yields.

Original language	English
Pages (from-to)	496-499
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	3
DOIs	https://doi.org/10.1021/ol303296a
State	Published - 1 Feb 2013
Externally published	Yes

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title = "Selective reduction of carboxylic acids to aldehydes catalyzed by B(C 6F5)3",

abstract = "B(C6F5)3 efficiently catalyzes hydrosilylation of aliphatic and aromatic carboxylic acids to produce disilyl acetals under mild conditions. Catalyst loadings can be as low as 0.05 mol %, and bulky tertiary silanes are favored to give selectively the acetals. Acidic workup of the disilyl acetals results in the formation of aldehydes in good to excellent yields.",

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AU - Bézier, David

AU - Park, Sehoon

AU - Brookhart, Maurice

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Y1 - 2013/2/1

N2 - B(C6F5)3 efficiently catalyzes hydrosilylation of aliphatic and aromatic carboxylic acids to produce disilyl acetals under mild conditions. Catalyst loadings can be as low as 0.05 mol %, and bulky tertiary silanes are favored to give selectively the acetals. Acidic workup of the disilyl acetals results in the formation of aldehydes in good to excellent yields.

AB - B(C6F5)3 efficiently catalyzes hydrosilylation of aliphatic and aromatic carboxylic acids to produce disilyl acetals under mild conditions. Catalyst loadings can be as low as 0.05 mol %, and bulky tertiary silanes are favored to give selectively the acetals. Acidic workup of the disilyl acetals results in the formation of aldehydes in good to excellent yields.

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U2 - 10.1021/ol303296a

DO - 10.1021/ol303296a

M3 - 文章

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AN - SCOPUS:84873368107

SN - 1523-7060

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JO - Organic Letters

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ER -

Selective reduction of carboxylic acids to aldehydes catalyzed by B(C ₆F₅)₃

Abstract

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