Convergent Strategy to Dizocilpine MK-801 and Derivatives

The Journal of Organic Chemistry
K Harsha Vardhan ReddyMouad Alami

Abstract

A convergent total synthesis of MK-801 has been achieved. Key synthetic transformations include a multicomponent Barbier-type reaction to construct the α-branched amine, a selective Heck α-coupling tactic to generate the exocyclic alkene skeleton, and a late-stage intramolecular hydroamination reaction between the exocyclic alkene and the secondary protected amine. The efficacy of this method was demonstrated by the synthesis of two news analogues substituted on the aromatic rings.

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Citations

Feb 27, 2019·Chemical Communications : Chem Comm·Deng-Yuan LiPei-Nian Liu

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