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Expanding Stereochemical and Skeletal Diversity Using Petasis Reactions and 1,3-Dipolar Cycloadditions

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2010

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American Chemical Society
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Muncipinto, Giovanni, Taner Kaya, J. Anthony Wilson, Naoya Kumagai, Paul A. Clemons, and Stuart L. Schreiber. 2010. Expanding stereochemical and skeletal diversity using petasis reactions and 1,3-dipolar cycloadditions. Organic Letters 12(22): 5230-5233.

Abstract

A short and modular synthetic pathway using intramolecular 1,3-dipolar cycloaddition reactions and yielding functionalized isoxazoles, isoxazolines, and isoxazolidines is described. The change in shape of previous compounds and those in this study is quantified and compared using principal moment-of-inertia shape analysis.

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