Chelation(SnCl4)-controlled carbonyl–ene reaction of 2-benzyloxypropionaldehyde with vinyl sulfides is shown to provide a stereodivergent route to chelation-erythro and -threo diastereoisomers of steroid (brassinolide) side chains via the nickel-catalysed coupling reaction of the vinyl sulfide products.
K. Mikami and S. Sakuda, J. Chem. Soc., Chem. Commun., 1993, 710 DOI: 10.1039/C39930000710
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