Concerning the Stereoselectivity of the Oxidative Dimerization of 3

Reinvestigation of 2-hydroxy-3-alkylnaphthoquinones oxidative dimerization was carried out. On the example of dihydrolapachol it is shown that the oxidative dimerization of 2-hydroxy-3-alkylnaphthoquinones upon treatment with lead tetraacetate or cerium ammonium nitrate in aprotic media leads to the formation of diastereomeric 5aS*,6aS*,12aS*,12bS*- and 5aS*,6aR*,12aR*,12bS*-dihydrobinaphthofurantetraones (1:1). This result is significantly different from the previous one