Organic Letters
Organic Letters
5 years ago

Magnesium Catalysis Mediated Tetrazoles in Desymmetrization Reaction of Aziridines

Magnesium Catalysis Mediated Tetrazoles in Desymmetrization Reaction of Aziridines
Kezhou Wang, Pengxin Wang, Dongxu Yang, Dan Li, Xin Liu, Linqing Wang, Rui Wang, Yuan Wang
A magnesium-catalyzed asymmetric ring-opening reaction of aziridines with substituted tetrazoles is reported. The current protocol proceeds smoothly and gives the corresponding desymmetrization products in high yields and good enantioselectivities. A new chiral ligand was synthesized from azetidine and (R)-BINOL and was employed in the current in situ generated magnesium catalyst. The Mg(II)-mediated desymmetrization reaction could be performed on gram scale under mild conditions and was transformed to chiral alkyl amines by a deprotection process.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01333

DOI: 10.1021/acs.orglett.7b01333

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