Tetrahedron Letters p. 5597 - 5600 (1996)
Update date:2022-07-30
Topics:
Guijarro, Albert
Ortiz, Javier
Yus, Miguel
The reaction of O-tert-butyl-N-(chloromethyl)-N-methyl carbamate (1) with lithium powder and a catalytic amount of DTBB (2.5 mol %) in the presence of different electrophiles [Me3SiCl, Bu(i)CHO, Bu(t)CHO, PhCHO, (CH2)4CO, Et2CO, PhCOMe, Ph2CO] in THF at -78°C leads, after hydrolysis with water, to the expected functionalised carbamates 2. As an example, the hydrolysis of compound 2e with hydrogen chloride affords easy deprotection of the amine functionality yielding the corresponding 1,2-aminoalcohol 3e.
View MorePuyang Willing Chemicals Co.,Ltd.
Contact:86-393-4840366
Address:Puyang Henan China
Contact:+33-5-34012600
Address:28 ZA des Pignès
Xian Changyue Biological Technology Co., Ltd.
website:https://www.xachangyue.com/
Contact:+86-029-88211911
Address:Keji Road NO.70
Shanghai Yudiao Chemistry Technology Co.,Ltd
Contact:0086-18964703211
Address:Building NO.5, NO.218,Rongtian Road,ganxiang town,Jinshan District,shanghai,201518,china
website:http://www.cartoonchem.com/
Contact:+86-25-58074918
Address:Room 2109, RuiHua Business Center,315 South ZhongShan Road, Nanjing 210001, China
Doi:10.1007/BF00961964
(1988)Doi:10.1016/S0040-4039(01)88397-0
(1969)Doi:10.1021/ja01038a030
(1969)Doi:10.1016/0031-9422(75)83032-9
(1975)Doi:10.1021/jo00831a089
(1970)Doi:10.1016/S0040-4039(00)85294-6
(1986)
