Tetrahedron

α-Aminated methyllithium by DTBB-catalysed lithiation of a N-(chloromethyl) carbamate

J Ortiz, A Guijarro, M Yus

文献索引：Ortiz, Javier; Guijarro, Albert; Yus, Miguel Tetrahedron, 1999 , vol. 55, # 15 p. 4831 - 4842

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被引用次数: 17

摘要

The reaction of O-tert-butyl-N-(chloromethyl)-N-methyl carbamate (1) with lithium powder and a catalytic amount of 4, 4′-di-tert-butylbiphenyl (DTBB, 2.5 mol%) in the presence of different electrophiles [Me3SiCl, iBuCHO, tBuCHO, PhCHO, 4-MeOC6H4CHO,(CH2) 4CO, MeCOnPr, Et2CO, MeCO (CH2) 2CH CH2, PhCOMe, PhCOnBu, Ph2CO] in THF at− 78° C leads, after hydrolysis with water, to the expected functionalised carbamates 2. ...