The invention of radical reactions. Part XXXI. Diphenylsilane: a reagent for deoxygenation of alcohols via their thiocarbonyl derivatives, deamination via isonitriles, and dehalogenation of bromo- and iodo- compounds by radical chain chemistry

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

doi:10.1016/S0040-4020(01)87198-2

The invention of radical reactions. Part XXXI. Diphenylsilane: a reagent for deoxygenation of alcohols via their thiocarbonyl derivatives, deamination via isonitriles, and dehalogenation of bromo- and iodo- compounds by radical chain chemistry

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

Chemistry and Medical Chemistry

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

53 Citations (Scopus)

Abstract

Various thionocarbonates and xanthates of alcohols and bis-xanthates of vic-diols are readily deoxygenated to the corresponding hydrocarbons or olefins, while bromides and iodides are dehalogenated with diphenylphenylsilane in good yield.

Original language	English
Pages (from-to)	7193-7214
Number of pages	22
Journal	Tetrahedron
Volume	49
Issue number	33
DOIs	https://doi.org/10.1016/S0040-4020(01)87198-2
Publication status	Published - 1993 Aug 13

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/S0040-4020(01)87198-2

Fingerprint Dive into the research topics of 'The invention of radical reactions. Part XXXI. Diphenylsilane: a reagent for deoxygenation of alcohols via their thiocarbonyl derivatives, deamination via isonitriles, and dehalogenation of bromo- and iodo- compounds by radical chain chemistry'. Together they form a unique fingerprint.

Cite this

Barton, D. H. R., Jang, D. O., & Jaszberenyi, J. C. (1993). The invention of radical reactions. Part XXXI. Diphenylsilane: a reagent for deoxygenation of alcohols via their thiocarbonyl derivatives, deamination via isonitriles, and dehalogenation of bromo- and iodo- compounds by radical chain chemistry. Tetrahedron, 49(33), 7193-7214. https://doi.org/10.1016/S0040-4020(01)87198-2

@article{f146b18f294a4ccdbe71888bebc8f556,

title = "The invention of radical reactions. Part XXXI. Diphenylsilane: a reagent for deoxygenation of alcohols via their thiocarbonyl derivatives, deamination via isonitriles, and dehalogenation of bromo- and iodo- compounds by radical chain chemistry",

abstract = "Various thionocarbonates and xanthates of alcohols and bis-xanthates of vic-diols are readily deoxygenated to the corresponding hydrocarbons or olefins, while bromides and iodides are dehalogenated with diphenylphenylsilane in good yield.",

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

year = "1993",

month = aug,

day = "13",

doi = "10.1016/S0040-4020(01)87198-2",

language = "English",

volume = "49",

pages = "7193--7214",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

number = "33",

}

Barton, DHR, Jang, DO & Jaszberenyi, JC 1993, 'The invention of radical reactions. Part XXXI. Diphenylsilane: a reagent for deoxygenation of alcohols via their thiocarbonyl derivatives, deamination via isonitriles, and dehalogenation of bromo- and iodo- compounds by radical chain chemistry', Tetrahedron, vol. 49, no. 33, pp. 7193-7214. https://doi.org/10.1016/S0040-4020(01)87198-2

The invention of radical reactions. Part XXXI. Diphenylsilane : a reagent for deoxygenation of alcohols via their thiocarbonyl derivatives, deamination via isonitriles, and dehalogenation of bromo- and iodo- compounds by radical chain chemistry. / Barton, Derek H.R.; Jang, Doo Ok; Jaszberenyi, Joseph Cs.

In: Tetrahedron, Vol. 49, No. 33, 13.08.1993, p. 7193-7214.

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

TY - JOUR

T1 - The invention of radical reactions. Part XXXI. Diphenylsilane

T2 - a reagent for deoxygenation of alcohols via their thiocarbonyl derivatives, deamination via isonitriles, and dehalogenation of bromo- and iodo- compounds by radical chain chemistry

AU - Barton, Derek H.R.

AU - Jang, Doo Ok

AU - Jaszberenyi, Joseph Cs

PY - 1993/8/13

Y1 - 1993/8/13

N2 - Various thionocarbonates and xanthates of alcohols and bis-xanthates of vic-diols are readily deoxygenated to the corresponding hydrocarbons or olefins, while bromides and iodides are dehalogenated with diphenylphenylsilane in good yield.

AB - Various thionocarbonates and xanthates of alcohols and bis-xanthates of vic-diols are readily deoxygenated to the corresponding hydrocarbons or olefins, while bromides and iodides are dehalogenated with diphenylphenylsilane in good yield.

UR - http://www.scopus.com/inward/record.url?scp=0027291622&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0027291622&partnerID=8YFLogxK

U2 - 10.1016/S0040-4020(01)87198-2

DO - 10.1016/S0040-4020(01)87198-2

M3 - Article

AN - SCOPUS:0027291622

VL - 49

SP - 7193

EP - 7214

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 33

ER -

Barton DHR, Jang DO, Jaszberenyi JC. The invention of radical reactions. Part XXXI. Diphenylsilane: a reagent for deoxygenation of alcohols via their thiocarbonyl derivatives, deamination via isonitriles, and dehalogenation of bromo- and iodo- compounds by radical chain chemistry. Tetrahedron. 1993 Aug 13;49(33):7193-7214. https://doi.org/10.1016/S0040-4020(01)87198-2

The invention of radical reactions. Part XXXI. Diphenylsilane: a reagent for deoxygenation of alcohols via their thiocarbonyl derivatives, deamination via isonitriles, and dehalogenation of bromo- and iodo- compounds by radical chain chemistry

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Cite this