An efficient synthesis of [2.2.1] heterobicyclic pyroglutamates

Srinivas Tekkam; Joseph L. Johnson; Subash C. Jonnalagadda; Venkatram R. Mereddy

doi:10.1002/jhet.1097

An efficient synthesis of [2.2.1] heterobicyclic pyroglutamates

Srinivas Tekkam, Joseph L. Johnson, Subash C. Jonnalagadda, Venkatram R. Mereddy

Research output: Contribution to journal › Article › peer-review

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Abstract

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 ₃-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.

Original language	English (US)
Pages (from-to)	969-972
Number of pages	4
Journal	Journal of Heterocyclic Chemistry
Volume	50
Issue number	4
DOIs	https://doi.org/10.1002/jhet.1097
State	Published - Jul 2013

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An efficient synthesis of [2.2.1] heterobicyclic pyroglutamates

Abstract

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