DEPLACEMENTS HOMOLYTIQUES INTRAMOLECULAIRES-I; ETUDE DE LA DECOMPOSITION DU PERPENTENE-4 OATE DE t-BUTYLE DANS LES CYCLANES. SYNTHESE DE CYCLOALKYL-5 PENTANOLIDES-4

DOI: 10.1016/S0040-4020(01)91505-4

Source and publish data:

Tetrahedron p. 3531 - 3538 (1984)

Update date:2022-08-02

Topics:

Authors:

Maillard, B.

Kharrat, A.

Gardrat, C.

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

Article abstract of DOI:10.1016/S0040-4020(01)91505-4

The thermolysis of t-butyl-4-peroxypentenoate 1, in cyclohexane led to several compounds; the main product was 5-cyclohexyl-4-pentanolide (yield 35percent).Hypotheses are proposed to explain their formation.The lactone could be obtained by two different mechanisms: a concerted one and a two-step one (cyclohexyl radical addition to the double bond of the perester leading to a discrete radical followed by an intramolecular displacement of a t-butoxyl radical).The thermolysis of 1 has synthetic interest: several original 5-cycloalkyl-4-pentanolides have been obtained by this way.

Full text of DOI:10.1016/S0040-4020(01)91505-4

Products guided by the article

Product name:Cyclohexanepentanoic acid, methyl ester

Cas No:16076-64-5

R&D Labs maybe for 16076-64-5

Changzhou Hopschain Chemical Co.,Ltd

website:http://www.hopschem.cn/products.html

Contact:86-519-85528066

Address:Room 710, Unit A, Xingbei Development Mansion, Tongjiang Road, Changzhou City,213000, China
Xi'an Tizan Tech & Industry Co., Ltd.

Contact:86-18629066522

Address:C3009 TANG FENG INTERNATIONAL PLAZA, NO.18 FENGHUI NAN ROAD, XI'AN HIGH TECH ZONE, 710075 CHINA.
KINHENG CHEMICAL(SHANGHAI)CO., LTD.

Contact:+8621-60490170

Address:Room401, No.28,Lane 189, Yangshupu Rd. Shanghai, China.
Shantou Baokang Pharmaceutical Co., Ltd.

Contact:+86-754-88873487

Address:5/F B Block Huangshan Bldg Huangshan Rd Shantou

Relevant to this article

Synthesis of 2,4,6-triarylpyridines using ZrOCl₂ under solvent-free conditions

Doi:10.1055/s-0033-1340088
(2014)
Synthesis of monosubstituted 1,1-dicarbonyl ester 1,3-dienes

Doi:10.1055/s-0033-1340468
(2014)
The Geometry of the Carbanionic Moiety Influences the Non-Induced Diastereoselectivity of the <2,3>-Wittig Rearrangement of Lithiated Diallyl Ethers

Doi:10.1016/S0040-4020(01)90391-6
(1994)
Parallel synthesis and in vitro activity of novel anthranilic hydroxamate-based inhibitors of the prostaglandin H₂ synthase peroxidase activity

Doi:10.1039/b505525c
(2005)
Synthesis of new 2,4-Diaminopyrido[2,3-d]pyrimidine and 2,4-Diaminopyrrolo[2,3-d]pyrimidine inhibitors of Pneumocystis carinii, Toxoplasma gondii, and Mycobacterium avium dihydrofolate reductase

Doi:10.1016/S0968-0896(02)00325-5
(2003)
Stereocontrolled organocatalytic synthesis of prostaglandin PGF _2α in seven steps

Doi:10.1038/nature11411
(2012)

Article Doi