C. Gilley, M. J. Buller, Yoshihisa Kobayashi
Aug 28, 2008
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Journal
Synlett
Abstract
A general procedure to access 3-hydroxy-4-oxopentanoic acid derivatives is described. A key feature is an aldol reaction with an enal as a masked pyruvic aldehyde. Chiral levulinic acid derivatives are provided as precursors for isocyanide-mediated condensation of multifunctional groups, which affords functionalized pyroglutamic acids. The stereoselectivity in the Ugi 4C-3C reaction with the chiral keto acids is examined.