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Regioselective synthesis of allenic esters was attained by SmI 2 -mediated reduction of propargylic phosphates and ethers bearing alkoxycarbonyl groups at the acetylene terminus. Using suitable chiral proton source in this system, highly enantio-enriched allenic ester was obtained through dynamic kinetic resolution by Lewis acidic Sm(III)-mediated enantioselective protonation, even if starting...
SmI 2 -mediated reductive cleavage of α-hetero substituents of α-alkyl or α-aryl ketones and lactone gave the corresponding ''thermodynamic samarium enolates''. Enantioselective protonation of the samarium enolates with C 2 -symmetric chiral diols afforded the corresponding ketones and lactone in moderate to high enantioselectivities.
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