ChemInform Abstract: A Facile and Efficient Method for the Rearrangement of Aryl-Substituted Epoxides to Aldehydes and Ketones Using Bismuth Triflate

Autor:	Matthew C. Oswald, Nicholas M. Leonard, Kyle J. Eash, Ram S. Mohan, Kaushik A. Bhatia
Rok vydání:	2010
Předmět:	Bismuth triflate chemistry.chemical_compound chemistry Reagent Aryl Regioselectivity Epoxide General Medicine Lewis acids and bases Cleavage (embryo) Medicinal chemistry Catalysis
Zdroj:	ChemInform. 33
ISSN:	1522-2667 0931-7597
Popis:	Aryl-substituted epoxides undergo smooth rearrangement in the presence of 0.01–0.1 mol% Bi(OTf) 3 · x H 2 O. The rearrangement is regioselective with aryl-substituted epoxides, and products arise from cleavage of the benzylic CO bond. The highly catalytic nature of this method coupled with the fact that the reagent is relatively non-toxic, easy to handle and inexpensive make it an attractive alternative to more corrosive and toxic Lewis acids, such as BF 3 ·Et 2 O, currently used to effect epoxide rearrangements.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::fa391b5f87a099daaf1b9bc06572be18 https://doi.org/10.1002/chin.200207049 Zobrazit plný text záznamu Plný text