Silylmethyl Radical Cyclization: New Stereoselective Method for 1,3-Diol Synthesis from Allylic Alcohols

DOI: 10.1021/jo00186a049

Source and publish data:

Journal of Organic Chemistry p. 2298 - 2300 (1984)

Update date:2022-08-03

Topics:

Authors:

Nishiyama, Hisao

Kitajima, Toshio

Matsumoto, Makoto

Itoh, Kenji

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

Article abstract of DOI:10.1021/jo00186a049

Cyclizations of (bromomethyl)dimethylsilyl allylic ethers by treatment with tri-n-butyltin hydride in a free-radical process followed by oxidation in a one-pot manner with hydrogen peroxide gave th corresponding 1,3-diols predominantly with high stereoselectivity.

Full text of DOI:10.1021/jo00186a049

Products guided by the article

Product name:Silane, (bromomethyl)dimethyl[(1-methyl-3-phenyl-2-propenyl)oxy]-, (Z)-

Cas No:90106-97-1

R&D Labs maybe for 90106-97-1

Shanghai Longschem Co.,Ltd

Contact:021-36356756

Address:Room601,Building No.14,280 Yangcheng Road,Shanghai
Taixing Joxin Bio-tec Co.,Ltd.

website:http://www.joxbio.com

Contact:86-523-87558858 87612088

Address:No.88, chengdong industrial park
FREEBARQUE DEVELOPMENT GROUP LIMITED

Contact:+86(0)10-5109 5335 or 5109 5345

Address:Room602,Block1-B,LINGDI OFFICE,NO.13 BEIYUAN ROAD
Tianjin Jingye Fine Chemicals Co., Ltd.

Contact:+86-15722078107; +86-22-26911407

Address:Bohua Fine Chemicals Base of Petrochemical Industry Park, Nanhuan Road, Dagang District, Tianjin, 300271, P. R. China
Antaeus Bio-technology Co., LTD(expird)

Contact:021-31252569

Address:shanghai pudong

Relevant to this article

Comparative activities and toxicities. IV. Dinitro- and dichloronitro- phenylamino acids and esters.

Doi:10.1002/jps.2600510820
(1962)
Synthesis and Reactions of N-(2,4-Dichloro-6-oxo-2,4-cyclohexadien-1-ylidene)-4-nitrobenzamide with Alkenes

Doi:10.1021/jo00188a009
(1984)
Synthesis of 3-Hydroxy-3-(hydroxymethyl)-5-methylcyclohexane-1,2-dione Dibenzoate, a Reported Hydrolytic Degradation Product of Leucogenenol

Doi:10.1021/jo00187a026
(1984)
A simple and efficient procedure for oxidation of sulfides to sulfoxides on hydrated silica gel with ceric ammonium nitrate (CAN) in methylene chloride

Doi:10.1080/00397919808004876
(1998)
Towards a better understanding of magnetic interactions within m-phenylene α-nitronyl nitroxide and imino nitroxide based radicals, part III: Magnetic exchange in a series of triradicals and tetraradicals based on the phenyl acetylene and biphenyl couplin

Doi:10.1002/chem.200400552
(2005)
Lewis acid-promoted rearrangement of 2,3-epoxy alcohol derivatives: Stereochemical control and selective formation of two types of chiral quaternary carbon centers from the single carbon skeleton

Doi:10.1021/jo0604080
(2006)

Article Doi