Stereoselective synthesis of functionalized pyroglutamates
2011
Just, Matthew J. | Tekkam, Srinivas | Alam, Mohammad A. | Jonnalagadda, Subash C. | Johnson, Joseph L. | Mereddy, Venkatram R.
Novel stereoselective synthesis of α-methylene-β-substituted pyroglutamates, and α-alkylidene-pyroglutamates has been achieved via substrate controlled asymmetric alkylation of l-threonine derived oxazole with Baylis–Hillman reaction based allyl bromides and acetates, respectively. The synthesized compounds were evaluated for their proteasome inhibition and cytotoxicity on multiple myeloma cells.
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