Tandem chain extension-Mannich reaction: an approach to ¦Â-proline derivatives

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• 作者：Alex ; er M. Jacobine ; Angela L.A. Puchlopek ; Charles K. Zercher ; Jon B. Briggs ; Jerry P. Jasinski ; Raymond J. Butcher
• 关键词：Chain extension ; Zinc carbenoid ; ¦Â-Proline ; Mannich reaction
• 刊名：Tetrahedron
• 出版年：2012
• 出版时间：23 September, 2012
• 年：2012
• 卷：68
• 期：38
• 页码：7799-7805
• 全文大小：414 K

文摘

A zinc carbenoid-initiated chain extension reaction provides access to an organometallic intermediate, which can be used to capture activated imines. Deprotection of the nitrogen and reduction provides access to racemic derivatives of ¦Â-proline. The relative stereochemistry of the ¦Â-proline can be controlled through use of different activating groups on the imine nitrogen.