A detailed analysis shows that this method generates tertiary and quaternary stereocenters efficiently, suggesting a novel catalytic approach.
An asymmetric chemoselective allylation followed by an oxy-Cope rearrangement sequence is developed to efficiently synthesize chiral β-allylated ketoimines bearing quaternary stereocenters in excellent yields and diastereoselectivities. Besides acting as a nucleophile, allylboronic acid also plays the vital role of a Lewis acid promoter, eliminating the need for adding any external catalyst. Applicability of this method was demonstrated by the total syntheses of flustramine alkaloids.
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Karan et al. (2025) studied this question.
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