Synthesis ( IF 2.2 ) Pub Date : 2018-07-30 , DOI: 10.1055/s-0037-1609575 Jon Tunge 1 , Robert Torregrosa 1 , Shehani Mendis 1 , Alex Davies 1
Published as part of the Special Topic Modern Coupling Approaches and their Strategic Applications in Synthesis
Abstract
Benzylic alkylation of enolates and acetylides has been achieved through the use of a decarboxylative benzylation strategy. Previous research in this area is often limited by the need for extended conjugation in the electrophiles that are coupled. Herein, we report that the use of 1,1'-bis(diphenylphosphino)ferrocene (dppf) ligand allows the coupling of simple benzyl electrophiles with enolates, while the use of XPhos ligand promotes the decarboxylative couplings of propiolates.
Benzylic alkylation of enolates and acetylides has been achieved through the use of a decarboxylative benzylation strategy. Previous research in this area is often limited by the need for extended conjugation in the electrophiles that are coupled. Herein, we report that the use of 1,1'-bis(diphenylphosphino)ferrocene (dppf) ligand allows the coupling of simple benzyl electrophiles with enolates, while the use of XPhos ligand promotes the decarboxylative couplings of propiolates.
中文翻译:
钯催化的乙炔和烯醇化物的脱羧苯甲酰化
作为专题“现代耦合方法及其在综合中的战略应用”的一部分发布
抽象的
烯醇盐和乙炔的苄基烷基化已通过使用脱羧苄基化策略实现。在该领域的先前研究通常受到耦合的亲电试剂中扩展结合的需求的限制。在本文中,我们报道了使用1,1'-双(二苯基膦基)二茂铁(dppf)配体可以使简单的苄基亲电试剂与烯醇酸酯偶联,而XPhos配体的使用可以促进丙酸酯的脱羧偶联。
烯醇盐和乙炔的苄基烷基化已通过使用脱羧苄基化策略实现。在该领域的先前研究通常受到耦合的亲电试剂中扩展结合的需求的限制。在本文中,我们报道了使用1,1'-双(二苯基膦基)二茂铁(dppf)配体可以使简单的苄基亲电试剂与烯醇酸酯偶联,而XPhos配体的使用可以促进丙酸酯的脱羧偶联。