An improved radical chain procedure for the deoxygenation of secondary and primary alcohols using diphenylsilane as hydrogen atom donor and triethylborane-air as initiator

Derek H.R. Barton; Ok Jang Doo; Joseph Cs Jaszberenyi

doi:10.1016/S0040-4039(00)97705-0

An improved radical chain procedure for the deoxygenation of secondary and primary alcohols using diphenylsilane as hydrogen atom donor and triethylborane-air as initiator

Derek H.R. Barton, Ok Jang Doo, Joseph Cs Jaszberenyi

Chemistry and Medical Chemistry

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

14 Citations (Scopus)

Abstract

Thiocarbonyl derivatives of secondary alcohols are readily reduced by diphenylsilane in a radical chain process at room temperature using triethylborane-air as an initiator. Primary alcohols react similarly at 80°. Comparison is made with the similar reactivity of tris(trimethylsilyl)silane.

Original language	English
Pages (from-to)	4681-4684
Number of pages	4
Journal	Tetrahedron Letters
Volume	31
Issue number	33
DOIs	https://doi.org/10.1016/S0040-4039(00)97705-0
Publication status	Published - 1990

Bibliographical note

Funding Information:
Acknowledgements. We thank the N.I.H. the support of this work.

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)97705-0

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title = "An improved radical chain procedure for the deoxygenation of secondary and primary alcohols using diphenylsilane as hydrogen atom donor and triethylborane-air as initiator",

abstract = "Thiocarbonyl derivatives of secondary alcohols are readily reduced by diphenylsilane in a radical chain process at room temperature using triethylborane-air as an initiator. Primary alcohols react similarly at 80°. Comparison is made with the similar reactivity of tris(trimethylsilyl)silane.",

author = "Barton, {Derek H.R.} and Doo, {Ok Jang} and Jaszberenyi, {Joseph Cs}",

note = "Funding Information: Acknowledgements. We thank the N.I.H. the support of this work.",

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doi = "10.1016/S0040-4039(00)97705-0",

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journal = "Tetrahedron Letters",

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T1 - An improved radical chain procedure for the deoxygenation of secondary and primary alcohols using diphenylsilane as hydrogen atom donor and triethylborane-air as initiator

AU - Barton, Derek H.R.

AU - Doo, Ok Jang

AU - Jaszberenyi, Joseph Cs

N1 - Funding Information: Acknowledgements. We thank the N.I.H. the support of this work.

PY - 1990

Y1 - 1990

N2 - Thiocarbonyl derivatives of secondary alcohols are readily reduced by diphenylsilane in a radical chain process at room temperature using triethylborane-air as an initiator. Primary alcohols react similarly at 80°. Comparison is made with the similar reactivity of tris(trimethylsilyl)silane.

AB - Thiocarbonyl derivatives of secondary alcohols are readily reduced by diphenylsilane in a radical chain process at room temperature using triethylborane-air as an initiator. Primary alcohols react similarly at 80°. Comparison is made with the similar reactivity of tris(trimethylsilyl)silane.

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U2 - 10.1016/S0040-4039(00)97705-0

DO - 10.1016/S0040-4039(00)97705-0

M3 - Article

AN - SCOPUS:0025278993

SN - 0040-4039

VL - 31

SP - 4681

EP - 4684

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 33

ER -

An improved radical chain procedure for the deoxygenation of secondary and primary alcohols using diphenylsilane as hydrogen atom donor and triethylborane-air as initiator

Abstract

Bibliographical note

All Science Journal Classification (ASJC) codes

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