The Invention of Radical Reactions. Part XXI. Simple Methods for the Radical Deoxygenation of Primary Alcohols.

DOI: 10.1016/S0040-4020(01)86502-9

Source and publish data:

Tetrahedron p. 8969 - 8984 (1991)

Update date:2022-08-05

Topics:

Authors:

Barton, Derek H. R.

Blundell, Paul

Dorchak, Joseph

Jang, Doo Ok

Jaszberenyi, Joseph Cs.

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1016/S0040-4020(01)86502-9

Novel radical-chain deoxygenations of primary alcohols are described.The alcohols are acylated with the reagents pentafluorophenyl chlorothionoformate, 2,4,6-trichlorophenyl chlorothionoformate and 4-fluorophenyl chlorothionoformate and the intermediate thionocarbonates are deoxygenated with tributyltin hydride, triphenylsilane, diphenylsilane or phenylsilane in high-yielding reactions.Key Words: Thionocarbonates, Tributyltin hydride, Triphenylsilane, Diphenylsilane, Phenylsilane, Radical deoxygenations.

Full text of DOI:10.1016/S0040-4020(01)86502-9

Products guided by the article

Product name:bis(2,4,6-trichlorophenyl)thionocarbonate

Cas No:96417-05-9

R&D Labs maybe for 96417-05-9

Changzhou Jiana Chemical Co.,Ltd

website:http://www.jianachem.com

Contact:86-0519-88731808

Address:Zhenglu Town Wujin City, Jiangsu Province
Shanghai Dynamic Industrial Co.,Ltd.

website:http://www.shdynamic.com

Contact:86-021 3392 6680

Address:Room 805 Information Tower, No.1403 Minsheng Road, Pudong New Area, Shanghai 200135, P. R. China
ALPHA PHARMACEUTICAL CO，LTD JIANGSU

Contact:+86-527-84829968,+86-527-84829998

Address:suqian city
Nanjing Legend Pharmaceutical & Chemical Co., Ltd.

Contact:+86-25-83767696

Address:14-7 Zhongshan Lu Guluo District, Nanjing
Quzhou Aokai Chemical Co., Ltd.

Contact:86-570-3032832

Address:NO.16 , Laodong Road,Quzhou City, Zhejiang Province,China

Relevant to this article

Stereoselective γ-lactam synthesis via palladium-catalysed intramolecular allylation

Doi:10.1039/b504731e
(2005)
Catalytic "Homo-Reformatsky" Reaction. Ambident Chemical Reactivities of the Zinc Homoenolate of Propionate

Doi:10.1021/jo00215a050
(1985)
Synthesis of a stereoisomeric mixture of (±)-PM-toxin B, a host-specific corn pathotoxin produced by Phyllosticta maydis

Doi:10.1080/00021369.1985.10866672
(1985)
SYNTHESIS OF THE ENANTIOMERS OF 5-HEXADECANOLIDE, THE PHEROMONE OF THE QUEEN OF THE ORIENTAL HORNET, VESPA ORIENTALIS, EMPLOYING ENZYMIC RESOLUTION OF (+/-)-2-AMINOTRIDECANOIC ACID AS THE KEY-STEP

Doi:10.1016/S0040-4020(01)96498-1
(1985)
Stereoselective reactions. VIII. Stereochemical requirement for the benzylic oxidation of lignan lactone. A highly selective synthesis of the antitumor lignan lactone steganacin by the oxidation of stegane

Doi:10.1248/cpb.33.609
(1985)
NEW GROUPS OF POTENTIAL ANTITUBERCULOTICS: 3-ARYL-2H,4H-BENZ<1,3>OXAZINE-2,4-DIONES. COMPARISON OF THE TOPLISS APPROACH WITH REGRESSION ANALYSIS

Doi:10.1135/cccc19932977
(1993)

Article Doi