Publication | Open Access
Reduction of oximes of .ALPHA.-substituted .BETA.-ketoesters with sodium cyanoborohydride: Stereoselective synthesis of 3,4-cis-substituted azetidin-2-ones.
18
Citations
0
References
1987
Year
4-Cis-substituted Azetidin-2-onesβ-Amino AcidsSodium CyanoborohydrideBiochemistryNatural SciencesDiversity-oriented Synthesis.Alpha.-substituted .Beta.-ketoestersOrganic Chemistry3,4-Cis-substituted Azetidin-2-onesStereoselective SynthesisChemistryPharmacologySynthetic ChemistryNatural Product Synthesis
erythro-3-Hydroxyamino-2-alkylbutanoate and its derivatives were prepared stereoselectively by reduction of the oximes of the corresponding β-ketoesters with sodium cyanoborohydride in acidic media. Cyclization of the β-amino acids obtained by reduction and successive hydrolysis gave 3, 4-cis-substituted azetidin-2-ones.