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Nonenzymatic Enantioselective Monoacetylation of Prochiral 2-Protectedamino-2-alkyl-1,3-propanediols Utilizing a Chiral Sulfonamide−Zn Complex Catalyst

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https://figshare.com/articles/dataset/Nonenzymatic_Enantioselective_Monoacetylation_of_Prochiral_2_Protectedamino_2_alkyl_1_3_propanediols_Utilizing_a_Chiral_Sulfonamide_Zn_Complex_Catalyst/3030256
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Treatment of a chiral sulfonamide with Et2Zn gave quantitatively its Zn complex and then the structure was determined by X-ray crystallographic analysis. Reaction of prochiral N-Boc-2-amino-2-alkyl-1,3-propanediols with Ac2O in the presence of 5 mol % of chiral sulfonamide−Zn complex catalyst afforded the corresponding chiral monoacetyl products in 70−92% yields with 70−88% ee values. The proposed mechanism for the catalytic monoacetylation of a prochiral 1,3-propanediol was presented on the basis of CSI-MS analysis.
创建时间:
2007-02-01
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