MAZAL, Ctibor, Jaroslav JONAS and Zdirad ŽÁK. Highly diastereoselective thermal decomposition of 3-(azidomethylene)dihydrofuran-2-one. Tetrahedron. Elsevier Science Ltd., 2002, vol. 58, No 14, p. 2729-2732. ISSN 0040-4020.
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Basic information
Original name Highly diastereoselective thermal decomposition of 3-(azidomethylene)dihydrofuran-2-one
Authors MAZAL, Ctibor (203 Czech Republic, guarantor), Jaroslav JONAS (203 Czech Republic) and Zdirad ŽÁK (203 Czech Republic).
Edition Tetrahedron, Elsevier Science Ltd. 2002, 0040-4020.
Other information
Original language English
Type of outcome Article in a journal
Field of Study 10401 Organic chemistry
Country of publisher Netherlands
Confidentiality degree is not subject to a state or trade secret
WWW URL
Impact factor Impact factor: 2.420
RIV identification code RIV/00216224:14310/02:00005570
Organization unit Faculty of Science
UT WoS 000175065100003
Keywords in English vinyl azides; azirines; aziridines; methylene lactones
Tags aziridines, azirines, methylene lactones, vinyl azides
Changed by Changed by: doc. RNDr. Ctibor Mazal, CSc., učo 22. Changed: 20/5/2003 15:38.
Abstract
Thermal decomposition of 3-(azidomethylene)dihydrofuran-2-one in various solvents at temperatures above 70 deg C gave a spiroaziridine derivative with an excellent diastereoselectivity. A mechanism of this new kind of substituted vinyl azide decomposition has been suggested based mainly on the stereochemistry and kinetic data of the reaction. A spiroazirine derivative proposed as a reaction intermediate was trapped by the decomposition of title azide in acetic anhydride
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MSM 143100011, plan (intention)Name: Struktura a vazebné poměry, vlastnosti a analýza syntetických a přírodních molekulových ansamblů
Investor: Ministry of Education, Youth and Sports of the CR, Structure and character of bonding, properties and analysis of synthetic and natural molecular ensembles
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