Highly Practical Catalytic Asymmetric 1,4-Addition of Arylboronic Acids in Water Using New Hydrophilic Chiral Bicyclo[3.3.0] Diene Ligands
Chen-Guo Feng, Zhi-Qian Wang, Cheng Shao, Ming-Hua Xu* and Guo-Qiang Lin
*Shanghai Institute of Organic Chemistry, Chinese Academy of
Sciences, 354 Fenglin Road, Shanghai 200032, P. R. China, Email: xumh
mail.sioc.ac.cn
C.-G. Feng, Z.-Q. Wang, C. Shao, M.-H. Xu, G.-Q. Lin, Org. Lett., 2008, 10, 4101-4104.
DOI: 10.1021/ol801665z
Abstract
By using a hydrophilic bicyclo[3.3.0] diene ligand, a Rh-catalyzed asymmetric 1,4-addition of arylboronic acids to α,β-unsaturated carbonyl compounds can be performed successfully in water at room temperature to afford the corresponding products in good yields and with very high enantioselectivities for both cyclic and linear substrates.
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Key Words
Conjugate Addition, Green Chemistry
ID: J54-Y2008-2610
