A Multicomponent Carba-Betti Strategy to Alkylidene Heterodimers - Total Synthesis and Structure-Activity Relationships of Arzanol

作者：Minassi Alberto^*; Cicione Lavinia; Koeberle Andreas; Bauer Julia; Laufer Stefan; Werz Oliver; Appendino Giovanni

来源：European Journal of Organic Chemistry, 2012, 2012(4): 772-779.

DOI：10.1002/ejoc.201101193

• Natural products
• Polyphenols
• Medicinal chemistry
• Drug discovery
• Synthetic methods
• Multicomponent reactions
• Betti reaction

Using the synthesis of the heterodimeric phloroglucinyl pyrone arzanol as a benchmark reaction, a carba-version of the Betti multicomponent reaction has been developed. Capitalizing on the fluorous activation of the phenolic component and the use of iminium ions as bivalent and transmissive aldehyde equivalents, the reaction has been used to colonize a biologically privileged but previously inaccessible area of chemical space and investigate the structureactivity relationships of arzanol towards a series of proinflammatory targets (mPGES-1, 5-LO).

• 出版日期2012-2