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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Exploiting synthetic chemistry with mesoionic rings: improvements achieved with thioisomünchnones
Martín Avalos1, Reyes Babiano, Pedro Cintas
1Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Extremadura, E-06071 Badajoz, Spain.
Abstract:
The chemistry of mesoionic rings, especially their use as masked dipoles, has been a fruitful area of research since the late 1950s. With recent advances in the control of regio- and stereochemistry, the dipolar cycloaddition led to widespread application. In this Account, we illustrate our contribution employing thioisomünchnones, a class of mesoionics that has found use in creating a series of heterocyclic systems hitherto inaccessible by conventional 1,3-dipolar cycloaddition. We also provide some rationalizations from computations and comment on future directions.
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