Racemic 6,7-epoxygeranyl t-butyl sulphide (2) was lithiated [butyl-lithium–1,2-bis(dimethylamino)ethane] at C(1) to give the (1E)-epoxyallyl-lithium (10) which cyclised to give the alcoholates of the (racemic) cyclobutyl carbinols (4) and (5)(fragranol and grandisol skeletons) and of a single (racemic) cyclopentanol, (6) or (7).
V. Rautenstrauch, J. Chem. Soc., Chem. Commun., 1978, 519 DOI: 10.1039/C39780000519
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