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Synfacts 2010(1): 0106-0106  
DOI: 10.1055/s-0029-1218498
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Enantioselective Base-Free Phase-Transfer Reaction

Contributor(s): Benjamin List, Ilija Čorić
R. He, S. Shirakawa, K. Maruoka*
Kyoto University, Japan
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Publication History

Publication Date:
21 December 2009 (online)

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Significance

An enantioselective conjugate ­addition of 3-aryloxindoles 2 to β-nitrostyrenes 3 has been reported to proceed without the need for base additives in the presence of quaternary ammonium phase-transfer catalyst 1. Conjugate adducts 4 were obtained in high yields with high enantioselectivity. Application of the reaction conditions to 3-methyloxindole resulted in low reactivity and enantioselectivity (product 5).