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Studies of intramolecular alkylidene carbene reactions; an approach to heterocyclic nucleoside bases
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UNSPECIFIED (2003) Studies of intramolecular alkylidene carbene reactions; an approach to heterocyclic nucleoside bases. TETRAHEDRON, 59 (26). pp. 4739-4748. ISSN 0040-4020
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Official URL: http://dx.doi.org/10.1016/S0040-4020(03)00692-6
Abstract
A series of investigations into the applications of intramolecular cyclisations of alkylidene carbenes are described. The insertion reaction of the carbene generated from 1,4-di(tert-butyldimethylsilyloxy)-3-benzyloxy-butane-2-one to the benzylic position proceeded in good yield and a diastereoselectivity of 3.6:1. The corresponding insertion process of 1,4-di(tert-butyldimethylsilyloxy)-3-methyloxy-methyl-butane-2-one gave a mixture of products, including one resulting from a competitive trapping of the carbene by the oxygen atom of a silyloxy group. (C) 2003 Elsevier Science Ltd. All rights reserved.
| Item Type: | Journal Article |
|---|---|
| Subjects: | Q Science > QD Chemistry |
| Journal or Publication Title: | TETRAHEDRON |
| Publisher: | PERGAMON-ELSEVIER SCIENCE LTD |
| ISSN: | 0040-4020 |
| Date: | 23 June 2003 |
| Volume: | 59 |
| Number: | 26 |
| Number of Pages: | 10 |
| Page Range: | pp. 4739-4748 |
| Publication Status: | Published |
| URI: | http://wrap.warwick.ac.uk/id/eprint/9592 |
Data sourced from Thomson Reuters' Web of Knowledge
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