Additive-free regio- and diastereoselective construction of fully-substituted isoxazolidines employing diazo compounds

Literature Information

Publication Date 2019-02-21
DOI 10.1039/C8QO01421C
Impact Factor 5.281
Authors

Ekta Gupta, Mohd Khalid Zaheer, Ruchir Kant


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Abstract

An efficient additive-free three-component reaction of trifluorodiazoethane, nitrosobenzene, and allenic esters has been uncovered. This protocol provides easy access to a variety of trifluoromethylated isoxazolidines with good functional group tolerance. Moreover, this methodology was found to be extendable to α-diazomethylphosphonate providing phosphonylated isoxazolidines. The utility of these products has been demonstrated by the expedient synthesis of trifluoromethylated lactam.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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