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Thermal intramolecular [4 + 2] cycloadditions of allenamides: a stereoselective tandem propargyl amide isomerization-cycloaddition.

ABSTRACT: A stereoselective intramolecular normal demand [4 + 2] cycloaddition of allenamides under thermal conditions without metal assistance is described. This work led to the development of a stereoselective tandem propargyl amide-isomerization-[4 + 2] cycloaddition sequence amenable for rapid assembly of complex nitrogen heterocycles.

SUBMITTER: Lohse AG 

PROVIDER: S-EPMC2736324 | biostudies-literature | 2009 Aug

REPOSITORIES: biostudies-literature

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Thermal intramolecular [4 + 2] cycloadditions of allenamides: a stereoselective tandem propargyl amide isomerization-cycloaddition.

Lohse Andrew G AG   Hsung Richard P RP  

Organic letters 20090801 15

A stereoselective intramolecular normal demand [4 + 2] cycloaddition of allenamides under thermal conditions without metal assistance is described. This work led to the development of a stereoselective tandem propargyl amide-isomerization-[4 + 2] cycloaddition sequence amenable for rapid assembly of complex nitrogen heterocycles. ...[more]

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