Palladium‐Catalyzed Asymmetric Decarboxylative Cycloaddition of Vinylethylene Carbonates with Michael Acceptors: Construction of Vicinal Quaternary Stereocenters
2014; Wiley; Volume: 53; Issue: 42 Linguagem: Inglês
10.1002/anie.201407013
ISSN1521-3773
AutoresAjmal Khan, Lei Yang, Jing Xu, Long Yi Jin, Yong Jian Zhang,
Tópico(s)Catalytic C–H Functionalization Methods
ResumoAn efficient method for the diastereo- and enantioselective construction of vicinal all-carbon quaternary stereocenters through palladium-catalyzed decarboxylative cycloaddition of vinylethylene carbonates with activated Michael acceptors was developed. By using a palladium complex generated in situ from [Pd2(dab)3]⋅CHCl3 and a phosphoramidite ligand as a catalyst under mild reaction conditions, the process provides multifunctionalized tetrahydrofurans bearing vicinal all-carbon quaternary stereocenters in high yields with a high level of absolute and relative stereocontrol.
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