Highly regiocontrolled and stereocontrolled syntheses of polysubstituted aminocyclohexanes: mild inverse-electron-demand Diels–Alder cycloadditions of electrophilic 2-pyridones

Ryan C. Conyers,Jennifer R. Mazzone,Maxime A. Siegler,Gary H. Posner

Tetrahedron Letters（2016）

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摘要

•Developed procedure for IEDDA cycloadditions under mild conditions and avoiding undesired N- to O-sulfonyl group migration.•These [4+2] cycloadditions very strongly favor regioselective and stereoselective formation of endo bicyclic lactams.•These IEDDA cycloadditions produce highly functionalized pentasubstituted and hexasubstituted cyclohexanes.

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关键词

Gram scale 4+2 cycloadditions,Inverse electron demand Diels–Alder cycloadditions,Regiocontrolled and stereocontrolled cycloadditions

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