Abstract
Heavily-substituted 1-aryltetralins and 1-arylindanes were prepared in a highly stereoselective manner using a two-step sequence. Addition of t-butyl benzyl sulfoxides to unsaturated carbonyl compounds gave conjugate adducts with high diastereoselectivity. Treatment of the adducts with SnCl 4 generated benzyl carbocations which reacted intramolecularly with suitably-positioned aromatic rings to give tetralins and indanes, again with high diastereoselectivity.
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