Abstract
Studies directed toward the C 17C 18 aldol bond construction in the macrolide antibiotic bafilomycin A 1 are described. The effect of the β-substituent in the aldol reactions of α-unsubstituted enolates is documented for various model compounds. The stereoselectivity of this process is critically dependent on the C 21 and C 23 oxygen protecting groups. Application of this methodology to the synthesis of bafilomycin A 1 is reported.
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