Fluorous synthesis of biaryl-substituted proline analogs by 1,3-dipolar cycloaddition and Suzuki coupling reactions

详细信息    查看全文

• 作者：Zhang ; Wei ; Chen ; Christine Hiu-Tung
• 关键词：Fluorous synthesis ; 1 ; 3-Dipolar cycloadditions ; Multicomponent reactions ; Proline ; Microwave reactions ; Suzuki coupling ; Perfluorooctylsulfonyl ; Solid-phase extraction
• 刊名：Tetrahedron Letters
• 出版年：2005
• 出版时间：March 14, 2005
• 年：2005
• 卷：46
• 期：11
• 页码：1807-1810
• 全文大小：164 K

文摘

A solution-phase synthesis of bicyclic prolines containing four points of diversity has been developed by a two-step synthesis involving 1,3-dipolar cycloaddition of perfluoroalkylsulfonyl-protected hydroxybenzaldehydes followed by Pd-catalyzed Suzuki coupling reaction of fluorous sulfonates with boronic acids. Both reactions are conducted under microwave irradiation and reaction mixtures are purified by solid-phase extractions without performing chromatography.