Hydrogen-Bonding Directed Reversal of Enantioselectivity
Wei Zeng, Guo-Ying Chen, Yong-Gui Zhou* and Yu-Xue Li
*Dalian Institute of Chemical Physics, CAS, 457 Zhongshan Lu, Dalian 116023, China, Email: ygzhoudicp.ac.cn
W. Zeng, G.-Y. Chen, Y.-G. Zhou, Y.-X. Li, J. Am. Chem. Soc., 2007, 129, 750-751.
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A successful stereochemical reversal in AgOAc catalyzed [3+2] cycloaddition is based on the formation of hydrogen bonding between ligand and reactant. Simple ligand design provides an efficient and convenient route to prepare both enantiomers of a chiral compound.
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1,3-dipolar cycloadditions, pyrrolidines