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Synfacts 2006(8): 0800-0800
DOI: 10.1055/s-2006-942014
DOI: 10.1055/s-2006-942014
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
All-Carbon Quaternary Centers via Catalytic Asymmetric Hydrovinylation
A. Zhang, T. V. RajanBabu*
The Ohio State University, Columbus, USA
Further Information
Publication History
Publication Date:
21 July 2006 (online)
![](https://www.thieme-connect.de/media/synfacts/200608/lookinside/thumbnails/10.1055-s-2006-942014-1.jpg)
Significance
The highly enantioselective construction of an all-carbon stereocenter at the benzyl position has been accomplished. Using nickel catalysis with phosphoramidite ligand 1, the authors achieved high yields (over 90% in most cases), high selectivities (>95% for the benzyl position) and high ee values (>90% in most cases). The reaction proceeds at low temperature (-60 °C to -70 °C) and is complete within 4-14 hours. The use of ethylene as the vinyl source is also extrememly efficient.