Rhodium-catalyzed asymmetric addition of arylboronic acids to γ-phthalimido-substituted-α, β-unsaturated carboxylic acid esters: an approach to γ-amino acids

F Han, J Chen, X Zhang, J Liu, L Cun, J Zhu, J Deng…

Index: Han, Fuzhong; Chen, Jun; Zhang, Xiangyang; Liu, Jibing; Cun, Linfeng; Zhu, Jin; Deng, Jingen; Liao, Jian Tetrahedron Letters, 2011 , vol. 52, # 7 p. 830 - 833

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Citation Number: 24

Abstract

Efficient Rh-catalyzed asymmetric 1, 4-addition of arylboronic acids to ethyl-γ- phthalimidocrotonate by using bis-sulfoxide ligand affords γ-aminobutyric acid (GABA) derivatives with high enantioselectivities (90–96% ee) under mild conditions. Optically pure (S)-Baclofen and (S)-Rolipram have been prepared successfully through this synthetic route.

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