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2005
Ketones
Q 0350
09- 066
Z/E Stereoselective Synthesis of β-Bromo Baylis—Hillman Ketones Using MgBr2
as Promoter via a One-Pot Three-Component Reaction. — A novel method is
reported, where MgBr2 is used as both Lewis acidic promoter and bromine source. In
a Michael-type addition β-bromo allenolate intermediates are formed from α,β-acetylenic ketones which attack various aldehydes to afford desired products with high
(Z)-selectivities. — (WEI*, H.-X.; JASONI, R. L.; HU, J.; LI, G.; PARE*, P. W.;
Tetrahedron 60 (2004) 45, 10233-10237; Dep. Chem. Biochem., Tex. Tech. Univ.,
Lubbock, TX 79409, USA; Eng.) — S. Adam
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