Amino acid-derived enaminones: A study in ring formation providing valuable asymmetric synthons

Brandon J. Turunen, Gunda I. Georg

Research output: Contribution to journalArticlepeer-review

64 Scopus citations

Abstract

A new reaction for the preparation of enaminones has been discovered. This method employs β-amino acids as starting materials to allow diversification as well as incorporation of chirality. The β-amino acids, once converted to ynones, are readily cyclized to the desired six-membered enaminone via a two-step, one-pot protocol. Although disguised as a 6-endo-dig cyclization, the reagents employed in the transformation play a direct role in bond making and bond breaking, thus changing the mode of addition.

Original languageEnglish (US)
Pages (from-to)8702-8703
Number of pages2
JournalJournal of the American Chemical Society
Volume128
Issue number27
DOIs
StatePublished - Jul 12 2006

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