Intramolecular Competitive Addition of Vinyl Radicals to Keto and Alkenyl Groups in Wieland-Miescher Ketones-Synthesis of Carbocycles and Propellanes

DOI: 10.1039/c39940000025

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 25 - 26 (1994)

Update date:2022-08-04

Topics:

Authors:

Rajamannar, Thennati

Balasubramanian, Kalpattu Kup.

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

Article abstract of DOI:10.1039/c39940000025

Wieland-Miescher ketone analogues are prepared by monoalkylation of cyclohexane-1,3-dione with bromomethylcycloalkenyl bromides followed by annulation with methyl vinyl ketone; they undergo 5-exo-trig competitive intramolecular radical addition to the keto and enone olefins to give angularly fused carbocycles and propellanes, respectively.

Full text of DOI:10.1039/c39940000025

View Article Online / Journal Homepage / Table of Contents for this issue

View Article Online

Products guided by the article

Product name:2(2-bromo-1-cycloheptenylmethyl)-2(3-oxobutyl)cyclohexane-1,3-dione

Cas No:155397-43-6

R&D Labs maybe for 155397-43-6

Dragon Chemical Co., Ltd.

Contact:0571-

Address:zhejing
EGBERT CORPORATION

Contact:+86 18616952870

Address:Area
Geen Chemical Technology Co., Ltd

Contact:86-769-21660847

Address:1408, Yingfeng Commercial Center, Nancheng District
Amadis Chemical Co., Ltd.

website:http://www.amadischem.com

Contact:86-571-89925085

Address:Watts Cosine.No.166.Xiangmao Road.
ZHEJIANG CHEMICAL INDUSTRY INSTITUTE TECHNOLOGY CO.,LTD(expird)

Contact:86-575-82730298

Address:shangyu

Relevant to this article

Synthesis of trans- and cis-14-Phenylsulfonyl-1,7,9-trioxadispiro<5.1.5.3>hexadecane

Doi:10.1039/P19940000497
(1994)
Heterobivalent library expansion by "living radical" processes: Thiocarbonyl addition/elimination, and nitroxide-based reactions with fluorous deconvolution

Doi:10.1021/ja0756321
(2007)
Synthesis of substituted 2-aminonicotinonitriles

Doi:10.1002/ardp.19943270107
(1994)
A simple synthesis of ethyl 5-(1,4-cyclohexadiene-3,6-dione-1-yl)-3,5- dihydroxy pentanoate

Doi:10.1080/00397919408010164
(1994)
Chiral Pool Synthesis of trans-(2S,3S)-3-Hydroxyproline and Castanodiol from S-Pyroglutamic Acid.

Doi:10.1016/S0957-4166(00)80492-9
(1994)
Synthesis of optically active conjugated polymers bearing m-terphenylene moieties by acetylenic coupling polymerization: Chiral aggregation and optical properties of the product polymers

Doi:10.1021/ma402123w
(2014)

Article Doi