Infoscience

Journal article

Asymmetric synthesis. XVIII. Preparation of chiral 1,2-diamines via the CN(R,S) method. Application to the synthesis of an analog of tetraponerine

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)]

    Keywords: tetraponerine analog; oxazolopiperidine phenylcyano synthon; synthon cyanophenyloxazolopiperidine

    Note:

    CAN 112:217324

    31-5

    Alkaloids

    Inst. Chim. Subst. Nat.,CNRS,Gif-sur-Yvette,Fr.

    Journal

    0040-4039

    written in English.

    88056-92-2 Role: RCT (Reactant), RACT (Reactant or reagent) (butylation of); 126811-36-7P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and cyclization of, with glutaraldehyde); 126811-39-0P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and decyanation of); 126811-35-6P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and hydrogenolysis of); 126811-34-5P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and redn. of); 126811-37-8P; 126811-38-9P; 126811-40-3P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 111-30-8 (Glutaraldehyde) Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with (aminopentyl)piperidine)

    Reference

    Record created on 2010-11-25, modified on 2016-08-08

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