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2005
Enantioselective syntheses
O 0031
New Copper Chemistry. Part 31. Remarkable Effect of Silyl Groups on AsymmetInduction in a Conjugate Addition Reaction with O-Methylnorephedrine24- 042 ric
-Based N-Silylamidocuprates. — A significant activating β-Si effect is observed in
the asymmetric addition of organocuprate reagents towards chalcone (II). Thus, the
yield and enantioselectivity of addition of N-silylamidocuprate (Ia) is significantly enhanced as compared to the addition of corresponding non-silylated amidocuprate (Ig).
Additionally, the activating influence of the silyl group is determined by its bulkiness.
— (BERTZ, S. H.; OGLE*, C. A.; RASTOGI, A.; J. Am. Chem. Soc. 127 (2005) 5,
1372-1373; Dep. Chem., Univ. N. C., Charlotte, NC 28223, USA; Eng.) — Mischke
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