Diastereoselective transformation of chiral η6-Arene-Cr(CO) 3 complexes: Enantioselective synthesis of functionalized hydronaphthalene derivatives related to the seco-pseudopterosins

Abstract

The chiral synthetic building block 5,6-dimethoxy-1-tetralone-Cr(CO) 3 ( 3; > 99 % e.e.) was converted in five steps and with high regio- and diastereocontrol into the oxetane derivative 8, which structure was confirmed by x-ray crystallography. While the ionic hydrogenation of 8 failed, elimination gave the dihydro-naphthalene-Cr(CO) 3 derivative 10, which is a potential intermediate for the synthesis of the antiinflammatory seco-pseudopterosins.