Transformation of Homoallylic Alcohol Oxides into 3-Hydroxytetrahydrofurans in Aqueous HClO4

Autor:	Andrei A. Vasil'ev, S. V. Shorshnev, M. V. Chirskaya, S. I. Sviridov
Rok vydání:	2007
Předmět:	chemistry.chemical_compound Transformation (genetics) Hydrolysis Aqueous solution chemistry Hydroxy group Organic chemistry Alcohol General Chemistry General Medicine Carbocation
Zdroj:	ChemInform. 38
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200717097
Popis:	Hydrolysis of allyl carbinol oxides in aqueous HClO4 gave the corresponding 1,2,4-triols. On heating in the same reaction medium, they underwent cyclization into 3-hydroxytetrahydrofurans. The method is restricted to substrates that can generate stable carbocations via elimination of the hydroxy group from position 4 in intermediate 1,2,4-triols.
Databáze:	OpenAIRE
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