A borate propeller compound as a chiral catalyst for an asymmetrically induced Diels-Alder reaction.
H2C:CMeCHO underwent asym. Diels-Alder reaction with cyclopentadiene in presence of the hexanaphthohexaoxadiborabicycloeicosahexaene I to give the (+)-exo-methylbicycloheptenecarboxaldehyde II in 85% yield. I was prepd. from (S)-(-)-2,2'-dihydroxy-1,1'-binaphthyl and H2BBr.SMe2. The structure of I was detd. by x-ray crystallog.
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