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Synfacts 2010(3): 0327-0327
DOI: 10.1055/s-0029-1219334
DOI: 10.1055/s-0029-1219334
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Enantioselective Allylation of Ketones Using a Spirocyclic Chiral Borate
X.-R. Huang, C. Chen*, G.-H. Lee, S.-M. Peng
National Dong Hwa University, Hualien and National Taiwan University, Taipei, Taiwan, Republic of China
Further Information
Publication History
Publication Date:
18 February 2010 (online)
![](https://www.thieme-connect.de/media/synfacts/201003/lookinside/thumbnails/10.1055-s-0029-1219334-1.jpg)
Significance
A chiral spirocyclic borate ligand 1 which incorporates a rigid framework in the bipyridyl moiety has been synthesized in a three-step protocol. The catalyst formed from chromium(II)-1 promotes the Nozaki-Hiyama allylation of alkyl and aryl ketones with high yields and enantioselectivities. The method has a broad scope and provides an efficient access to synthetically useful chiral tertiary homoallylic alcohols.