Intramolecular [3 + 2] nitrone cycloaddition reaction: highly regio and diastereoselective synthesis of
Manickam Bakthadoss1, Mohammad Mushaf
1Department of Chemistry, Pondicherry University, Pondicherry - 605 014, India. bhakthadoss@yahoo.com.
Abstract:
A regio and diastereoselective strategy has been developed for the synthesis of complex bicyclo[3.2.1]octane scaffolds from the reaction of readily accessible vinylogous carbonates with N-substituted hydroxylamine hydrochlorides via intramolecular 1,3-dipolar nitrone cycloaddition reaction. Wide varieties of bicyclic isoxazolidines were synthesized in high yields under catalyst free conditions through a highly efficient and operationally simple protocol.
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