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:	06 May 2023 01:28
URI:	https://orca.cardiff.ac.uk/id/eprint/22050

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