The ‘Aqueous’ Prins Cyclization: A Diastereoselective Synthesis of 4-Hydroxytetrahydropyran Derivatives

Autor:	S. Aravind, Basi V. Subba Reddy, Jhillu S. Yadav, Gunda G. K. S. Narayana Kumar
Rok vydání:	2008
Předmět:	chemistry.chemical_compound Heteropoly acid Aqueous solution Chemistry Organic Chemistry Phosphomolybdic acid Organic chemistry Prins reaction Environmentally friendly Catalysis
Zdroj:	Synthesis. 2008:395-400
ISSN:	1437-210X 0039-7881
DOI:	10.1055/s-2007-1000932
Popis:	Phosphomolybdic acid (H 3 PMo 12 O 40 , a heteropoly acid) is found to catalyze efficiently the Prins cyclization of homoallylic alcohols with aldehydes in water at room temperature to provide tetrahydropyran-4-ol derivatives in high yields with all CIS-selectivity. Only cyclic ketones can give spirocyclic products. The use of phosphomolybdic acid in water makes this procedure simple, more convenient, cost-effective, and environmentally friendly.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::a9724f5e9b3ff24bef1e62a22d59ce2b https://doi.org/10.1055/s-2007-1000932 Zobrazit plný text záznamu