Chelation controlled reductive amination of cyclic ketones to trans-4-methoxycyclohexylamines: 9-BBN reduction mediated with FeCl₃

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• 作者：Bo Qu ; ^{bo.qu@boerhinger-ingelheim.com} ; Nizar Haddad ; Sonia Rodriguez ; Heewon Lee ; Shengli Ma ; Xingzhong Zeng ; Diana C. Reeves ; Kanwar P.S. Sidhu ; Jon C. Lorenz ; Nelu Grinberg ; Carl A. Busacca ; Dhileepkumar Krishnamurthy ; Chris H. Senanayake
• 关键词：Reductive amination ; Diastereoselective ; 9-BBN ; FeCl3 ; Chelation
• 刊名：Tetrahedron Letters
• 出版年：2012
• 出版时间：11 April, 2012
• 年：2012
• 卷：53
• 期：15
• 页码：1982-1986
• 全文大小：1326 K

文摘

A novel m>transm>-diastereoselective reductive amination of 4-substituted cyclohexanones is described using 9-BBN as reducing agent in the presence of FeCl₃. The method permits efficient synthesis of structurally diverse 4-m>transm>-alkoxycyclohexylamines.