A Novel Highly Stereoselective Synthesis of 2,3-Disubstituted 3H-Quinazoline-4-one Derivatives

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• 作者：Paul Zhichkin ; Edward Kesicki ; Jennifer Treiberg ; Lisa Bourdon ; Matthew Ronsheim ; Hua Chee Ooi ; Stephen White ; Angela Judkins ; David Fairfax
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：March 29, 2007
• 年：2007
• 卷：9
• 期：7
• 页码：1415 - 1418
• 全文大小：82K
• 年卷期：v.9,no.7(March 29, 2007)
• ISSN：1523-7052

文摘

An efficient three-step synthesis of chiral 3H-quinazoline-4-one derivatives from commercial materials is disclosed. The Mumm reaction ofimidoyl chloride with -amino acids followed by reductive cyclization affords enantiomerically pure (ee >93%) quinazoline-4-ones in goodoverall yield. A comparison with existing approaches indicates that this method is superior for hindered substrates.