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Stereoselective synthesis of 2,3,4-highly substituted oxetanes by intramolecular C-C bond forming Michael addition. | LitMetric

Stereoselective synthesis of 2,3,4-highly substituted oxetanes by intramolecular C-C bond forming Michael addition.

Chem Commun (Camb)

Department of Applied Chemistry, National Chiayi University, 300, Syuefu Road, Chiayi City 600, Taiwan.

Published: October 2016

Stereoselective synthesis of 2,3,3,4-tetrasubstituted oxetanes via intramolecular allyl or benzyl anion four-membered ring cyclization of vinylogous urethane derivatives is presented. The resulting products featuring a β-pyrrolidinyl ester at C3 were readily transformed into the corresponding 3-α,β-unsaturated ester substituted oxetanes by Cope elimination reactions.

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Source
http://dx.doi.org/10.1039/c6cc06857jDOI Listing

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