ChemInform Abstract: Ionic 'Diels-Alder' Reactions of Hexa-3,5-dienyl Trimethylsilyl Ether and Enones: X-Ray Structural Determination of Adduct Stereostructure, and a Stereoselective Approach to Trans-Fused Octalin Systems

Autor:	Richard K. Haynes, Lam-Lung Yeung, Kwok-Ping Lam, Ian D. Williams
Rok vydání:	2010
Předmět:	chemistry.chemical_compound Trimethylsilyl chemistry Methyl vinyl ketone Ionic bonding Stereoselectivity Ether General Medicine HEXA Medicinal chemistry Enone Adduct
Zdroj:	ChemInform. 27
ISSN:	0931-7597
DOI:	10.1002/chin.199620121
Popis:	The trimethylsilyl (TMS) and tert-butyldimethylsilyl (TBDMS) ethers of hexa-3,5-dien-1-ol react with cyclohexenones and an acyclic enone, methyl vinyl ketone (MVK), in the presence of 5–10 mol% of Me3SiOSO2CF3(TMSOTf) in MeCN to provide trans-fused adducts arising via ionic (Gassman-type) Diels–Alder reactions; structural confirmation for adduct stereochemistry for this type of reaction is provided by an X-ray structural determination.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::a6d9d1cad01339d8e2c1021266824639 https://doi.org/10.1002/chin.199620121 Zobrazit plný text záznamu Plný text