The reactions between diethyl N-(t-butoxycarbonyl)phosphoramidate 1. diisopropyl azodicarboxylate (DIAD), triphenylphosphine (TPP) and primary or secondary alcohols lead to the corresponding diethyl N-alkyl-N-(t-butoxycarbonyl)phosphoramidates 2a-o. Deprotection of crude 2 by refluxing with p-toluenesulfonic acid monohydrate in ethanol affords ammonium tosylates 3a-o in moderate to good overall yields. The N-alkylation of 1 proceeds stereoselectively with complete inversion of the configuration of the alkyl group.
SLUSARSKA, E.;ZWIERZAK, A., LIEBIGS ANN. CHEM., 1986, N 2, 402-405
作者:SLUSARSKA, E.、ZWIERZAK, A.
DOI:——
日期:——
Slusarska, Elzbieta; Zwierzak, Andrzej, Liebigs Annalen der Chemie, 1986, # 2, p. 402 - 405