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A sequential transformation based on the titanium‐mediated aldol addition of (S)‐1‐bromo‐3‐(tert‐butyldimethylsilyloxy)‐2‐butanone, a chiral lactate‐derived ketone, to tetradecanal followed by reduction of the ensuing aldolate afforded the corresponding syn‐1,3‐diol as a single diastereomer. Debromination and further manipulation of this intermediate allowed the efficient synthesis of two enantiopure...
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