147253-97-2Relevant academic research and scientific papers
Stereoselective amination of chiral benzylic ethers using chlorosulfonyl isocyanate: Total synthesis of (+)-Sertraline
Lee, Sang Hwi,Kim, In Su,Li, Qing Ri,Dong, Guang Ri,Jeong, Lak Shin,Jung, Young Hoon
, p. 10011 - 10019 (2012/02/05)
The stereoselective amination of various chiral benzylic ethers using chlorosulfonyl isocyanate is developed, and the application of this method to the total synthesis of a potent antidepressant, (+)-sertraline, from readily available 1-naphthol is also described (Figure presented).
Practical chemoenzymatic dynamic kinetic resolution of primary amines via transfer of a readily removable benzyloxycarbonyl group
Hoben, Christine E.,Kanupp, Lisa,B?ckvall, Jan-E.
, p. 977 - 979 (2008/09/17)
A practical method for chemoenzymatic dynamic kinetic resolution of primary amines using dibenzyl carbonate as acyl donor has been developed leading to benzyl carbamates, which can be deprotected under very mild reaction conditions to give the free amine.
A stereocontrolled route to protected isocyanates from alcohols
Cane-Honeysett, Daniel J.,Dowle, Michael D.,Wood, Mark E.
, p. 2141 - 2148 (2007/10/03)
Full details are given for a modified Mitsunobu approach to the formation of N-alkylated 1,2,4-dithiazolidine-3,5-diones 2 from a wide range of alcohols 10 with predominantly, inversion of configuration. The resulting products 2 can be regarded as protected isocyanates 6.
Designing enzymatic resolution of amines
Takayama, Shuichi,Lee, Shelly T.,Hung, Shang-Cheng,Wong, Chi-Huey
, p. 127 - 128 (2007/10/03)
A new strategy, utilizing IR and mass spectrometry, has been developed to design appropriate reagents and reaction conditions for enantioselective enzymatic protection of amines with readily removable protecting groups.
