%0 Journal Article
%T Concerning the Stereoselectivity of the Oxidative Dimerization of 3
%A Dmitry N. Pelageev
%A Ksenia L. Borisova
%A Sergey V. Dragan
%A Victor Ph. Anufriev
%J Natural Product Communications
%@ 1555-9475
%D 2019
%R 10.1177/1934578X19860687
%X 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
%K 2-hydroxy-1
%K 4-naphthoquinones
%K dihydrolapachol
%K oxidative dimerization
%K stereoselectivity
%U https://journals.sagepub.com/doi/full/10.1177/1934578X19860687