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 Li,  Zhang,  
 

Chemoselective aldol reaction of silyl enolates catalyzed by MgI(2) etherate.

Mukaiyama-type aldol coupling of typical silyl enolates 2-4 with aryl or vinyl aldehydes and acetals was realized in the presence of 1-5 mol % of MgI(2) etherate (1) in a mild, efficient, and highly chemoselective manner. Iodide counterion, weakly coordinating peripheral ethereal ligands (Et(2)O) of Mg(II), and a noncoordinating reaction media (i.e. CH(2)Cl(2)) are among the critical factors for the unique reactivity of this catalytic system. [reaction: see text][1]

References

  1. Chemoselective aldol reaction of silyl enolates catalyzed by MgI(2) etherate. Li, W.D., Zhang, X.X. Org. Lett. (2002) [Pubmed]
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