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Expanding stereochemical and skeletal diversity using petasis reactions and 1,3-dipolar cycloadditions.

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.

SUBMITTER: Muncipinto G 

PROVIDER: S-EPMC2979010 | biostudies-literature | 2010 Nov

REPOSITORIES: biostudies-literature

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Expanding stereochemical and skeletal diversity using petasis reactions and 1,3-dipolar cycloadditions.

Muncipinto Giovanni G   Kaya Taner T   Wilson J Anthony JA   Kumagai Naoya N   Clemons Paul A PA   Schreiber Stuart L SL  

Organic letters 20101026 22

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. ...[more]

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