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2005
Nitriles
Q 0520
08- 086
Synthetic and Mechanistic Studies on Asymmetric Cyanohydrin Synthesis Using
a Titanium(salen) Bimetallic Catalyst. — The Ti complex is an effective catalyst for
the asymmetric addition of cyanoformate to aromatic and aliphatic aldehydes. Best
results are obtained using 5mol% of the catalyst in CH2Cl2 at -40°C. The complex can
also be employed to catalyze the asymmetric addition of KCN to aldehydes in the presence of anhydrides giving stable cyanohydrin esters. In solution the catalyst is found
exist as a mixture of monometallic and bimetallic species. Reaction mechanisms are
discussed. — (BELOKON, Y. N.; BLACKER, A. J.; CARTA, P.; CLUTTERBUCK,
L. A.; NORTH*, M.; Tetrahedron 60 (2004) 46, 10433-10447; Dep. Chem., King's
Coll., London WC2R 2LS, UK; Eng.) — Jannicke
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