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The reaction or organo-lithium or cuprate derivs. towards the cyano group of 2-cyano-6-phenyloxazolopiperidine synthon I gives an imine which is reduced to a primary amine with a remarkable stereoselectivity. An application of this reaction to the synthesis of the tetraponerine analog II is presented. [on SciFinder (R)]
Yi Zhang, Nicolai Cramer, Shouguo Wang, Zhen Chen
Wanda Andreoni, Fabio Pietrucci, Changru Ma