INTRAMOLECULAR COMPETITIVE ADDITION OF VINYL RADICALS TO KETO AND ALKENYL GROUPS IN WIELAND-MIESCHER KETONES - SYNTHESIS OF CARBOCYCLES ANDPROPELLANES

Authors
RAJAMANNAR T BALASUBRAMANIAN KK
Citation
T. Rajamannar et Kk. Balasubramanian, INTRAMOLECULAR COMPETITIVE ADDITION OF VINYL RADICALS TO KETO AND ALKENYL GROUPS IN WIELAND-MIESCHER KETONES - SYNTHESIS OF CARBOCYCLES ANDPROPELLANES, Journal of the Chemical Society, Chemical Communications, (1), 1994, pp. 25-26
Citations number
22
Categorie Soggetti
Chemistry
Journal title
Journal of the Chemical Society, Chemical Communications → ACNP
ISSN journal
00224936
Issue
1
Year of publication
1994
Pages
25 - 26
Database
ISI
SICI code
0022-4936(1994):1<25:ICAOVR>2.0.ZU;2-V
Abstract
Wieland-Miescher ketone analogues are prepared by monoalkylation of cy clohexane-1,3-dione with bromomethylcycloalkenyl bromides followed by annulation with methyl vinyl ketone; they undergo 5-exo-trig competiti ve intramolecular radical addition to the keto and enone olefins to gi ve angularly fused carbocycles and propellanes, respectively.