Convenient preparation of tert-butyl beta-(protected amino)esters

J Org Chem. 2002 Jul 12;67(14):4957-9. doi: 10.1021/jo0110810.

Abstract

Refluxing an aldehyde 1 with benzotriazole and benzylcarbamate in the presence of a catalytic amount of p-TsOH gave the corresponding benzyloxycarbonylamino-1-(1-benzotriazolyl)alkane 2 in good yields. Compounds 2 treated with substituted tert-butyl acetates 3 using LDA as a base afford smoothly and under mild conditions the N-2-protected 3-aminoalkanoic esters 4.