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New regiospecific catalytic approaches to 4,5-dihydroisoxazoles and 2,5-dihydroisoxazoles from O-propargylic hydroxylamines

Knight, David William, Proctor, Anthony James and Clough, John M. 2010. New regiospecific catalytic approaches to 4,5-dihydroisoxazoles and 2,5-dihydroisoxazoles from O-propargylic hydroxylamines. Synlett 2010 (04) , pp. 628-632. 10.1055/s-0029-1219365

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Abstract

Unprotected O-propargylic hydroxylamines undergo generally essentially quantitative cyclisations when exposed briefly to silver nitrate adsorbed onto silica gel to give 4,5-dihydroisoxazoles [2-isoxazolines], while N-protected derivatives give the corresponding 2,5-dihydroisoxazoles [3-isoxazolines] in similarly excellent yields, given that an appropriate functionality on nitrogen is used.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Cardiff Catalysis Institute (CCI)
Subjects: Q Science > QD Chemistry
Publisher: Georg Thieme Verlag
ISSN: 0936-5214
Last Modified: 20 Oct 2017 08:51
URI: http://orca.cf.ac.uk/id/eprint/22050

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Cited 14 times in Scopus. View in Scopus. Powered By Scopus® Data

Cited 10 times in Web of Science. View in Web of Science.

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