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Tandem Spirocyclopropanation/Rearrangement Reaction of Vinyl p-Quinone Methides with Sulfonium Salts: Synthesis of Spirocyclopentenyl p-Dienones.

Xiang-Zhi ZhangYu-Hua DengKang-Ji GanXu YanKe-Yin YuFang-Xin WangChun-An Fan
Published in: Organic letters (2017)
A novel base-mediated tandem spirocyclopropanation/rearrangement reaction of vinyl p-quinone methides (p-VQMs) with sulfonium salts is described. The unprecedented reactivity of p-VQMs was explored for the first time in the spiroannulation cascade, providing a stereoselective approach to the construction of synthetically interesting, densely functionalized spirocyclopentenyl p-dienones.
Keyphrases
  • ionic liquid
  • quantum dots