Efficient Preparation of Polyfunctional a-Diketones from Carboxylic Acids

Raymond Conrow, Philip S. Portoghese

Research output: Contribution to journalArticlepeer-review

39 Scopus citations

Abstract

Many enzymes contain an essential arginyl residue at the active site. Butanedione and other simple α-diketones characteristically inactivate these enzymes by bonding covalently to arginine. In an effort to confer specificity to this interaction, we have sought methods for incorporating an -diketone moiety into polyfunctional inhibitors of such enzymes. The ideal synthetic method for our purpose would involve the conversion of an existing carboxylic acid function into an α-diketone under mild conditions. Here we report on studies directed to developing such a route.

Original languageEnglish (US)
Pages (from-to)938-940
Number of pages3
JournalJournal of Organic Chemistry
Volume51
Issue number6
DOIs
StatePublished - Jan 1 1986

Fingerprint

Dive into the research topics of 'Efficient Preparation of Polyfunctional a-Diketones from Carboxylic Acids'. Together they form a unique fingerprint.

Cite this