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2005
Ketones
Q 0350
37- 071
Enantioselective Organocatalytic Mukaiyama—Michael Addition of Silyl Enol
Ethers to α,β-Unsaturated Aldehydes. — An asymmetric Mukaiyama—Michael
addition of silyl enol ethers to α,β-unsaturated aldehydes is efficiently catalyzed by a
chiral imidazolidinone. 1,5-Dicarbonyl compounds are formed in high yields (56-87%)
and enantioselectivities (85-97% e.e). Best results are obtained with silyl ethers and aldehydes which possess both electron-withdrawing and electron-donating substituents.
— (WANG*, W.; LI, H.; WANG, J.; Org. Lett. 7 (2005) 8, 1637-1639; Dep. Chem.,
Univ. N. Mex., Albuquerque, NM 87131, USA; Eng.) — Bartels
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