Synthetic Communications p. 29 - 47 (2009)
Update date:2022-07-29
Topics:
Gerpe, Alejandra
Bollini, Mariela
Gonzalez, Mercedes
Cerecetto, Hugo
A convenient two-step procedure for the synthesis of primary (Z)-allyl amines, (Z)-homoallyl amines [(Z)-but-3-enylamines], and (Z)-pent-4-enylamines using the Wittig reaction was achieved. The use of nonstabilized ylides from triphenylphosphonium salt, potassium salt, and apolar solvent produced (Z/E)-geometric isomer ratios generally greater than 1.6. The amine moiety was masked using a phtalimide group that was removed successfully in the last step of the process in two different conditions, NH2NH2/EtOH/rt or CH3NH2/EtOH/rt. However, in some cases, reduction of the C = C double bond in the deprotection with hydrazine was concomitantly observed. Copyright Taylor & Francis Group, LLC.
View MoreHangzhou Showland Technology Co., Ltd.
Contact:86-571-88920516
Address:ROOM2118,NO.553,WENSAN ROAD,HANGZHOU,CHINA
Contact:+86-13666670345
Address:Agricultural Development Zone, Haining, Jiaxing, Zhejiang
Weifang Ocean Trading Co., Ltd.
Contact:+86-536-2081155
Address:Room2606, Yuqing Building, 518#, Yuquan Road, High-tech Development Zone, Weifang City, Shandong Province, China
Nanjing Chemipioneer Pharma&Tech Co.,Ltd
website:http://www.chemipioneer.com.cn
Contact:+86-25-52685700
Address:Room 305,A Block,Biological-Medicine Building,Business Start-up Center,Xin-ke 1st Road, High-tech development zone,Nanjing city,Jiangsu Province, China
Shenzhen Feiming Science and Technology Co,. Ltd
Contact:+86-755-85232577
Address:#B2309, Fenglin International Center ,Jixiang Road, Longcheng street, LongGang District, Shenzhen city, Guangdong province, China.
Doi:10.1016/j.tetlet.2013.10.158
(2014)Doi:10.1016/j.tetlet.2011.10.025
(2011)Doi:10.1021/ja1066509
(2010)Doi:10.1016/j.ica.2010.04.019
(2010)Doi:10.1002/anie.201914025
(2020)Doi:10.1002/chem.200903521
(2010)