Asymmetric epoxidation catalyzed by Cr(III)-binaphthyl Schiff base complexes

Li, Zheng-Kai; Liu, Liang; Yang, Li; Chen, Hua; Zhou, Xiangge

doi:10.1016/j.molcata.2005.04.002

Cited by 12 publications

(1 citation statement)

References 30 publications

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“…4 Chromium-salen I was prepared according to literature procedure and the characterization data were in agreement with the reported values. 5 Chromium-salen K was prepared according to literature procedure and the characterization data were in agreement with the reported values. 6 AZADO and 1-Me-AZADO were prepared according to literature procedure and the characterization data were in agreement with the reported values.…”

Section: Optimization Of Intramolecular Dearomative Phenol Coupling Csupporting

confidence: 64%

Chromium–Salen Complex / Nitroxyl Radical Cooperative Catalysis:A New Combination for Aerobic Intramolecular Dearomative Coupling of Phenols

Nagasawa¹,

Fujiki²,

Sasano³

et al. 2020

Preprint

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Herein we describe an aerobic intramolecular dearomative coupling reaction of phenols using a catalytic system with the combination of a chromium–salen (Cr–salen) complex and a nitroxyl radical. This novel catalytic system enables the construction of a spirocyclic dienone product, which is a potentially useful intermediate for the synthesis of various natural products such as alkaloids and phenylpropanoids from bisphenol in good yield under mild reaction conditions (under O2 and ambient temperature). A preliminary mechanistic study suggests that this reaction system is promoted by a cooperative electron transfer between the Cr(III)–salen complex, nitroxyl radical and bisphenol substrate.

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Section: Optimization Of Intramolecular Dearomative Phenol Coupling Csupporting

confidence: 64%