TY - JOUR
T1 - Ionic 'Diels-Alder' reactions of hexa-3,5-dienyl trimethylsilyl ether and enones
T2 - X-ray structural determination of adduct stereostructure, and a stereoselective approach to trans-fused octalin systems
AU - Haynes, Richard K.
AU - Lam, Kwok Ping
AU - Williams, Ian D.
AU - Yeung, Lam Lung
PY - 1995
Y1 - 1995
N2 - 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 Me3SiOSO 2CF3 (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.
AB - 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 Me3SiOSO 2CF3 (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.
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U2 - 10.1039/C39950002479
DO - 10.1039/C39950002479
M3 - Article
AN - SCOPUS:37049081114
SN - 0022-4936
SP - 2479
EP - 2480
JO - Journal of the Chemical Society, Chemical Communications
JF - Journal of the Chemical Society, Chemical Communications
IS - 24
ER -