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A catalytic enantioselective approach to 4‐hydroxy‐6‐methylcyclohex‐2‐enones is presented herein. The stereogenic information is generated through a copper‐catalyzed 1,4‐addition to p ‐benzoquinone monoketal using a chiral, BINOL‐based (BINOL = 1,1′‐bi‐2‐naphthol) phosphane ligand, according to the procedure of Feringa et al. A CBS (Corey–Bakshi–Shibata) reduction of the 1,4‐adducts gave the four possible isomers in two steps and 82–97 % ee (enantiomeric excess), starting from commercially available 4,4‐dimethoxycyclohexa‐2,5‐dien‐1‐one ( 7 ).
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Meister et al. (2013) studied this question.
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