Short and Efficient Synthesis of Optically Active N-Tosyl Aziridines from 2-Amino Alcohols

Molecules

Lothar W. Bieber¹ 

关键词: Amino alcohols;    bis-tosylation;    inorganic bases;    1;    3-elimination;    aqueous solvent;   

DOI  :  10.3390/71200902

来源: mdpi

【 摘 要 】

Two alternative and complementary one-pot procedures for the direct transformation of 2-amino alcohols to N-tosyl aziridines are presented. The unsubstituted parent compound and its less hindered homologues can be obtained in high yields by tosylation and in situ cyclisation effected by potassium hydroxide in water/dichloromethane. Higher substituted amino alcohols give better yields using potassium carbonate in acetonitrile. Both procedures use simple inorganic bases and produce only inorganic salts as byproducts.

【 授权许可】

Unknown   
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