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. 2015 Sep 30;137(38):12219-22.
doi: 10.1021/jacs.5b08157. Epub 2015 Sep 22.

Hydrazone-initiated carbene/alkyne cascades to form polycyclic products: ring-fused cyclopropenes as mechanistic intermediates

Phong Q Le  1 , Jeremy A May  1
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Hydrazone-initiated carbene/alkyne cascades to form polycyclic products: ring-fused cyclopropenes as mechanistic intermediates

Phong Q Le et al. J Am Chem Soc. .

Abstract

A hydrazone-based carbene/alkyne cascade produced a variety of bridged and fused polycyclic products. NaOSiMe3 is a superior base for conversion of hydrazones to diazoalkanes. A key mechanistic intermediate, a ring-fused cyclopropene, has been isolated and characterized.

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