Camps, Pelayo, Elachab, Rachid, Font-bardia, Merce, Gorbig, Diana, Morral-Cardoner, Jordi, Munoz-torrero, Diego, Solans, Xavier and Simon, Montserrat (1996) Easy synthesis of 7-alkylbicyclo[3.3.1]non-6-en-3-ones by silica gel-promoted fragmentation of 3-alkyl-2-oxaadamant-1-yl mesylates. Tetrahedron, 52 (16). pp. 5867-5880. ISSN 0040-4020
Metadata only available from this repository.Abstract
A synthesis of 7-alkylbicyclo[3.3.1]non-6-en-3-ones4b-f and 4j, k by reaction of the corresponding 3-alkyl-2-oxaadamant-1-yl mesylates3 with silica gel in methylene chloride at room temperature, is described. The method failed to give enones4a, g and the related compounds4l, m, what can be rationalized on mechanistic grounds.
The synthesis of several bicyclic enones4 from the readily available diketones1a-c [X = CH2, (CH3O)2C, (CH3O)(CH3)C] via the corresponding oxaadamantanols2 and mesylates3, is described.
Item Type: | Article |
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Subjects: | Q Science > Q Science (General) Q Science > QD Chemistry |
Schools: | School of Applied Sciences |
Related URLs: | |
Depositing User: | Sara Taylor |
Date Deposited: | 28 Jun 2011 11:07 |
Last Modified: | 28 Aug 2021 11:08 |
URI: | http://eprints.hud.ac.uk/id/eprint/10808 |
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