Rapid, Scalable Assembly of Stereochemically Rich, Mono- and Bicyclic Acyl Sultams

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• 作者：Naeem Asad ; Thiwanka B. Samarakoon ; Qin Zang ; Joanna K. Loh ; Salim Javed ; Paul R. Hanson
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：January 3, 2014
• 年：2014
• 卷：16
• 期：1
• 页码：82-85
• 全文大小：322K
• ISSN：1523-7052

文摘

A one-pot, sequential protocol is reported that involves complementary ambiphile pairing (CAP) of a vinyl sulfonamide with a variety of unprotected amino acids via aza-Michael addition and subsequent intramolecular amidation. The method generates diverse, sp³-rich mono- and bicyclic acyl sultams in a highly scalable manner. Modular pairing of stereochemically rich building blocks allows quick access to all possible isomers. Extension to include one-pot, sequential 3-, 4-, and 5-multicomponent protocols is also discussed.