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3-Aminooxetanes: versatile 1,3-amphoteric molecules for intermolecular annulation reactions.


ABSTRACT: Despite the versatility of amphoteric molecules, stable and easily accessible ones are still limitedly known. As a result, the discovery of new amphoteric reactivity remains highly desirable. Herein we introduce 3-aminooxetanes as a new family of stable and readily available 1,3-amphoteric molecules and systematically demonstrated their amphoteric reactivity toward polarized π-systems in a diverse range of intermolecular [3 + 2] annulations. These reactions not only enrich the reactivity of oxetanes, but also provide convergent access to valuable heterocycles.

SUBMITTER: Lai Z 

PROVIDER: S-EPMC8162131 | biostudies-literature | 2020 Sep

REPOSITORIES: biostudies-literature

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3-Aminooxetanes: versatile 1,3-amphoteric molecules for intermolecular annulation reactions.

Lai Zengwei Z   Zhang Renwei R   Feng Qiang Q   Sun Jianwei J  

Chemical science 20200908 36


Despite the versatility of amphoteric molecules, stable and easily accessible ones are still limitedly known. As a result, the discovery of new amphoteric reactivity remains highly desirable. Herein we introduce 3-aminooxetanes as a new family of stable and readily available 1,3-amphoteric molecules and systematically demonstrated their amphoteric reactivity toward polarized π-systems in a diverse range of intermolecular [3 + 2] annulations. These reactions not only enrich the reactivity of oxet  ...[more]

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