作者:P. Sieber、B. Iselin
DOI:10.1002/hlca.660510404
日期:1968.4
The acidolytic cleavage of a series of new N-aralkyloxycarbonyl protecting groups has been found to proceed as a first-order reaction, the rate of cleavage being dependent on the stability of the corresponding aralkyl carbonium ions. Some of the groups are cleaved at much the same rate as the N-trityl residue and up to 60000 times faster than the t-butyloxycarbonyl (Boc) group. The rate is also strongly
已经发现一系列新的N-芳烷氧基羰基保护基的酸解裂解是作为一级反应进行的,裂解速率取决于相应的芳烷基碳鎓离子的稳定性。一些基团的裂解速度与N-三苯甲基残基几乎相同,比叔丁氧羰基(Boc)快6万倍。该速率还受反应介质的酸度强烈影响。在该芳烷氧基羰和Boc基团被分离出来的相对速率可以通过反应条件的适当选择在很大程度上控制。