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Synlett 1997; 1997(7): 783-785
DOI: 10.1055/s-1997-5785
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Chiral Thioimidazoline Ligands for Palladium-Catalyzed Asymmetric Allylation

Toshiaki Morimoto* , Keijiro Tachibana1 , Kazuo Achiwa1
  • *School of Pharmaceutical Sciences, University of Shizuoka, Yada 52-1, Shizuoka 422, Japan, Fax 54 264 5745
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Publication Date:
31 December 2000 (online)

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Chiral thioarylimidazolines 1,2 were prepared as a new class of SN-hybrid ligands. Asymmetric allylic substitution of 1,3-diphenyl-2-propenyl pivalate 11 with dimethyl malonate in the presence of BSA-LiOAc has been successfully carried out with a chiral catalyst of a thioimidazoline 1-palladium complex in high enantioselectivities of up to 96% ee.

chiral imidazoline - thioimidazoline - palladium catalyst - asymmetric allylation - catalytic asymmetric allylation