Synthesis 2017; 49(11): 2461-2469
DOI: 10.1055/s-0036-1588968
paper
© Georg Thieme Verlag Stuttgart · New York

Electrophilic Trapping of Zirconium Enolates Obtained by Copper-Catalyzed Addition of In Situ Generated Organozirconium Reagents

Ivana Némethová
Comenius University in Bratislava, Faculty of Natural Sciences, Department of Organic Chemistry, Mlynská dolina, Ilkovičova 6, 842 15 Bratislava, Slovakia   Email: radovan.sebesta@fns.uniba.sk
,
Zuzana Sorádová
Comenius University in Bratislava, Faculty of Natural Sciences, Department of Organic Chemistry, Mlynská dolina, Ilkovičova 6, 842 15 Bratislava, Slovakia   Email: radovan.sebesta@fns.uniba.sk
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Radovan Šebesta*
Comenius University in Bratislava, Faculty of Natural Sciences, Department of Organic Chemistry, Mlynská dolina, Ilkovičova 6, 842 15 Bratislava, Slovakia   Email: radovan.sebesta@fns.uniba.sk
› Author Affiliations
Further Information

Publication History

Received: 01 February 2017

Accepted after revision: 17 February 2017

Publication Date:
10 March 2017 (online)

Abstract

Building complex structures from simple starting materials is important for effective organic synthesis. In this context, domino reactions comprising hydrozirconation of alkenes, their subsequent utilization in a copper-catalyzed conjugate addition to enones, followed by electrophilic trapping of the formed zirconium enolates with activated alkene and carbocations are described. Reactivity of metal enolates was studied by DFT calculations.

Supporting Information

 
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