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  • Title: Assembly intermediates in polyketide biosynthesis: enantioselective syntheses of beta-hydroxycarbonyl compounds.
    Author: Le Sann C, Munoz DM, Saunders N, Simpson TJ, Smith DI, Soulas F, Watts P, Willis CL.
    Journal: Org Biomol Chem; 2005 May 07; 3(9):1719-28. PubMed ID: 15858656.
    Abstract:
    A versatile approach for the enantioselective synthesis of functionalised beta-hydroxy N-acetylcysteamine thiol esters has been developed which allows the facile incorporation of isotopic labels. It has been shown that a remarkable reversal of selectivity occurs in the titanium mediated aldol reaction of acyloxazolidinone using either (S)- or (R)-tert-butyldimethylsilyloxybutanal. The aldol products are valuable intermediates in the synthesis of 4-hydroxy-6-substituted delta-lactones.
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