Remote control of Diels-Alder additions. Enantioselective synthesis of (2R)-1,2,3,4-tetrahydro-2-hydroxy-5,8-dimethoxynaphthalen-2-yl methyl ketone (Wong's anthracycline intermediate) from furfural
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Zinc iodide‐catalyzed cycloaddition of furan to 1‐cyanovinyl (1′S)‐camphanate or 1‐cyanovinyl (1′R)‐camphanate led to optically pure (1R,2S,4R)‐2‐exo‐cyano‐7‐oxabicyclo[2.2.1]‐hept‐5‐en‐2‐yl (1S')‐camphanate and (1S,2R,4S)‐2‐exo‐cyano‐7‐oxabicyclo[2.2.1]he ...
Epi-b-santalene (I; R = H), readily accessible in both enantiomeric forms, was regio- and stereoselectively converted into (R)-(-)- or (S)-(+)-(Z)-epi-b-santalol (I; R = OH) by consecutive metalation, borylation and oxidn. [on SciFinder (R)] ...