ChemInform Abstract: AuCl3-Catalyzed Hydroalkoxylation of Conjugated Alkynoates: Synthesis of Five- and Six-Membered Cyclic Acetals

Autor:	José Crecente-Campo, Alejandro Diéguez-Vázquez, C. Christoph Tzschucke, Sally McGrath, Steven V. Ley
Rok vydání:	2009
Předmět:	Solvent Polyketide Chemistry Kinetics General Medicine Conjugated system Combinatorial chemistry Hydroalkoxylation Catalysis
Zdroj:	ChemInform. 40
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200932135
Popis:	The AuCl3-catalyzed double hydroalkoxylation of conjugated 7-hydroxyheptynoates offers a convenient route for the synthesis of six-membered cyclic acetals, which are common substructures of polyketide natural products. When conjugated 6-hydroxyhexynoates are used as starting materials, either five-membered cyclic E-enol ethers or the corresponding acetals can be obtained by simply choosing the appropriate reaction solvent. NMR spectroscopic studies were carried out to determine the kinetics and pathway of the latterdomino 5-exo cyclization–hydroalkoxylation reaction. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
Databáze:	OpenAIRE
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