Abstract

Highly selective chelatinn-controlled aldol and allyl nucleophile additions to β-alkoxy aldehydes promoted by dimethylaluminum chloride and methylaluminum dichloride are described. Cationic aluminum chelates are proposed as intermediates in these reactions. Evidence is provided to support the claim that chelate organization with Me 2AlCl and MeAlCl 2 is possible even with β- tert-butyldimethyl-silyloxy groups. Stereoselectivity data comparing the chelating potential of Me 2AlCl, McAlCl 2, SnCl 4, and TiCl 4 is provided.

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