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Synlett 1995; 1995(9): 967-968
DOI: 10.1055/s-1995-5138
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Asymmetric Catalysis of (Hetero) Diels-Alder Cycloadditions by a Modified Binaphthol-derived Titanium Complex

Yukihiro Motoyama, Masahiro Terada, Koichi Mikami*
  • *Department of Chemical Technology, Tokyo Institute of Technology, Meguro-ku, Tokyo 152, Japan
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Publication Date:
31 December 2000 (online)

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A chiral titanium complex 1a derived from 6,6’-dibromo-1,1’-bi-2-naphthol is found to give higher endo- and enantioselectivity along with higher catalytic activity than the parent binaphthol-derived titanium complex 1b in the (hetero) Diels-Alder reactions of 1-methoxydienes (2a and 2c) with methacrolein and glyoxylate but not with bromoacrolein.

asymmetric catalysis - (hetero) Diels-Alder reaction - binaphthol - titanium complex - Lewis acid - enantioselectivity