Wiley InterScience Backfile Collection 1832-2000
Chemistry and Pharmacology
Alkylation of Cyclic α,β-Unsaturated Ketones at the Double BondThe alkylation of (+)-(1S,7aS)-1-tert-butoxy-1,2,3,6,7,7a-hexahydro-7a-methyl-5H-inden-5-one (1) at C-4 with homogeranyl bromide (2) or 3-methoxy- and 3,5-dimethoxyphenethyl tosylate or bromide (4a, b, 5a, b), resp., affords excellent yields of 3 and 6, 7, resp., if 1,2-dimethoxyethane is used as the solvent. Similarly 4,4a,5,6,7,8-hexahydro-4a-methyl-2(3H)-naphthalinone (8) can be alkylated easily at C-4.
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