An Enantioselective Synthesis of an 11-β-HSD-1 Inhibitor via an Asymmetric Methallylation Catalyzed by (S)-3,3‿F2-BINOL

详细信息    查看全文

• 作者：Yongda Zhang ; Jiang-Ping Wu ; Guisheng Li ; Keith R. Fandrick ; Joe Gao ; Zhulin Tan ; Joe Johnson ; Wenjie Li ; Sanjit Sanyal ; Jun Wang ; Xiufeng Sun ; Jon C. Lorenz ; Sonia Rodriguez ; Jonathan T. Reeves ; Nelu Grinberg ; Heewon Lee ; Nathan Yee ; Bruce Z. Lu ; Chris H. Senanayake
• 刊名：Journal of Organic Chemistry
• 出版年：2016
• 出版时间：March 18, 2016
• 年：2016
• 卷：81
• 期：6
• 页码：2665-2669
• 全文大小：348K
• ISSN：1520-6904

文摘

An efficient asymmetric synthesis of 11-β-HSD inhibitor 1 has been accomplished in five linear steps and 53% overall yield, starting from the readily available 3-chloro-1-phenylpropan-1-one. The key feature of the synthesis includes an asymmetric methallylation of 3-chloro-1-phenylpropan-1-one catalyzed by the highly effective organocatalyst (S)-3,3′-F₂-BINOL under solvent-free and metal-free conditions.