Asymmetric hetero-Diels-Alder reactions. Reactions of oxazolo[3,2-c]pyrimidines

Elliott, Mark Christopher ORCID: https://orcid.org/0000-0003-0132-0818, Kruiswijk, Elbertus and Willock, David James ORCID: https://orcid.org/0000-0002-8893-1090 2001. Asymmetric hetero-Diels-Alder reactions. Reactions of oxazolo[3,2-c]pyrimidines. Tetrahedron 57 (51) , pp. 10139-10146. 10.1016/S0040-4020(01)01032-8

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Abstract

Diastereomerically pure oxazolo[3,2-c]pyrimidines can be readily prepared by the reaction of alkenyloxazolines with isocyanates. The mechanism of this transformation has been investigated computationally. These compounds undergo epimerisation upon prolonged heating, a reaction which is consistent with the proposed stepwise mechanism. Hydrolysis reactions of these compounds have been investigated.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Schools > Chemistry Research Institutes & Centres > Cardiff Catalysis Institute (CCI)
Subjects:	Q Science > QD Chemistry
Uncontrolled Keywords:	asymmetric reactions; Biginelli reactions; pyrimidones; oxazolines
Publisher:	Elsevier
ISSN:	0040-4020
Last Modified:	21 Oct 2022 10:20
URI:	https://orca.cardiff.ac.uk/id/eprint/39886

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