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An efficient synthesis of [2.2.1] heterobicyclic pyroglutamates

Journal of Heterocyclic Chemistry, ISSN: 0022-152X, Vol: 50, Issue: 4, Page: 969-972
2013
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Article Description

A novel methodology for the efficient synthesis of [2.2.1] heterobicyclic pyroglutamates has been described. The key synthetic steps involve alkylation of amino acid-derived iminoesters with Baylis-Hillman bromide, RhCl -catalyzed exocyclic olefin isomerization, diastereoselective dihydroxylation, and regioselective lactonization. All the compounds were evaluated for their cytotoxicity using multiple myeloma cancer cell lines RPMI 8226. © 2013 HeteroCorporation.

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