Srikrishna, A and Hemamalini, P (1990) Chiral synthons from carvone. Part 4. Radical cyclization strategies to bridged systems. Synthesis of bicyclo[3.2.1]octan-3-ones from (S)-carvone. In: Journal of Organic Chemistry, 55 (16). pp. 4883-4887.
![]() |
PDF
Chiral_synthons_from_carvone.pdf Restricted to Registered users only Download (715kB) | Request a copy |
Abstract
Radical cyclization of the bromo enones 2a-e, obtained by regiospecific bromoetherification reaction on theelectron-rich double bond of (S)-carvone (l), furnished regio- and stereospecifically bicyclo[3.2.1]octan-3-ones 3a-e and 4a-e. Analogously, radical cyclizations of the alcohols 6 and 7 gave bicyclo[3.2.1]octan-3-ols 8 and 9,and the bromo enones lla,b gave the bridgehead-substituted bicyclo[3.2.l]octan-3-ones 12a,b and 13a,b.
Item Type: | Journal Article |
---|---|
Publication: | Journal of Organic Chemistry |
Publisher: | American Chemical Society |
Additional Information: | copyright of this article belongs to American Chemical Society |
Department/Centre: | Division of Chemical Sciences > Organic Chemistry |
Date Deposited: | 08 Feb 2008 |
Last Modified: | 19 Sep 2010 04:41 |
URI: | http://eprints.iisc.ac.in/id/eprint/12706 |
Actions (login required)
![]() |
View Item |