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Enantioselective O-Nitroso Aldol Reaction of Silyl Enol Ethers


  • Support of this research was provided by National Institutes of Health (NIH) (Grant No. GM068433-01) and Merck Research Laboratories. M.K. thanks the Uehara Memorial Foundation for financial support.


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New nucleophiles for the O-nitroso aldol reaction in the form of readily prepared disilanyl enol ethers make this transformation more practical and more versatile. A silver catalyst with a chiral biaryl phosphite ligand promotes the title reaction with high enantio- and regioselectivity (see scheme). R1,R2 = H, Ar; TMS = trimethylsilyl.