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2005
Enantioselective syntheses
O 0031
Highly Enantioselective Amination of α-Substituted α-Cyanoacetates with Chiral
Accessible from Both Quinine and Quinidine. — The title reaction is per22- 030 Catalysts
formed in the presence of either (I) or (II) as a catalyst. In both cases, comparable yields
and enantioselectivities are achieved allowing the preparation of (R)- or (S)-products.
The method also allows the preparation of products bearing a bulky substituent with
good enantioselectivity [cf. (X)]. Attempts to facilitate a highly enantioselective amination of an α-alkyl α-cyanoacetate (XI) are unsuccessful. — (LIU, X.; LI, H.;
DENG*, L.; Org. Lett. 7 (2005) 2, 167-169; Dep. Chem., Brandeis Univ., Waltham,
MA 02454, USA; Eng.) — Steudel
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