Controlling benzylic functionality and stereochemistry: 1. Synthesis of the secopseudopterosin aglycone

Article abstract of DOI:10.1016/S0040-4039(00)71242-1

Directed, homogeneous hydrogenation of 1-(1-hydroxymethylethyl)-5-methoxy-3,4-dihydronaphthalene (7), followed by protection and selective benzylic oxidation gave the 1-oxo-(4R*, 11R*) compound (13). After addition of MeCeCl₂, the natural C-1 s