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Synlett 1997; 1997(1): 79-80
DOI: 10.1055/s-1997-718
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Asymmetric Hetero Diels-Alder Reaction Catalyzed by Chiral Ytterbium(III) Phosphate{Yb[(R)-(-)-BNP]3}: Remarkable Ligand Effect on the Enantioselectivity

T. Hanamoto, H. Furuno, Y. Sugimoto, J. Inanaga*
  • *Institute for Fundamental Research of Organic Chemistry (IFOC), Kyushu University, Hakozaki, Fukuoka 812-81, Japan, Fax (81)-92-642-2715; E-mail: inanaga@ms.ifoc.kyushu-u.ac.jp
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Publication Date:
22 March 2004 (online)

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2,6-Lutidine was found to be an effective additive for the chiral ytterbium(III) phosphate {Yb[(R)-(-)-BNP]3}-catalyzed asymmetric hetero Diels-Alder reaction thus achieving high enantioselectivity (up to 93% ee) at room temperature.

chiral rare earth Lewis acid - catalytic asymmetric hetero Diels Alder reaction - tris[(R)-(-)-1,1'-binaphthyl-2,2'-diylphosphato]ytterbium(III) 2,6-lutidine - Danishefsky's diene

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