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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. doi:10.1016/S0040-4020(03)00692-6 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 | ||||
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Subjects: | Q Science > QD Chemistry | ||||
Journal or Publication Title: | TETRAHEDRON | ||||
Publisher: | PERGAMON-ELSEVIER SCIENCE LTD | ||||
ISSN: | 0040-4020 | ||||
Official Date: | 23 June 2003 | ||||
Dates: |
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Volume: | 59 | ||||
Number: | 26 | ||||
Number of Pages: | 10 | ||||
Page Range: | pp. 4739-4748 | ||||
DOI: | 10.1016/S0040-4020(03)00692-6 | ||||
Publication Status: | Published |
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