cheminform abstract: highly enantioselective michael addition of 2-oxindoles to vinyl selenone in...

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ChemInform 2011, 42, issue 42 © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim Enantioselective syntheses O 0031 DOI: 10.1002/chin.201142027 Highly Enantioselective Michael Addition of 2-Oxindoles to Vinyl Selenone in RTILs Catalyzed by a Cinchona Alkaloid-Based Thiourea. — A series of chiral selenones (III) is readily prepared by asymmetric Michael addition of oxindoles (I) to vinyl selenone (II) in room temperature ionic liquid. Derivative (IIIa) is used as starting material in the synthesis of iodide (IV), azide (V), and pyrroloindoline (VI). — (ZHANG, T.; CHENG, L.; HAMEED, S.; LIU*, L.; WANG, D.; CHEN*, Y.-J.; Chem. Commun. (Cambridge) 47 (2011) 23, 6644-6646, http://dx.doi.org/10.1039/c1cc10880h ; Beijing Natl. Lab. Mol. Sci., Inst. Chem., Chin. Acad. Sci., Beijing 100190, Peop. Rep. China; Eng.) — R. Staver 42- 027

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Page 1: ChemInform Abstract: Highly Enantioselective Michael Addition of 2-Oxindoles to Vinyl Selenone in RTILs Catalyzed by a Cinchona Alkaloid-Based Thiourea

Enantioselective synthesesO 0031 DOI: 10.1002/chin.201142027

Highly Enantioselective Michael Addition of 2-Oxindoles to Vinyl Selenone in RTILs Catalyzed by a Cinchona Alkaloid-Based Thiourea. — A series of chiral selenones (III) is readily prepared by asymmetric Michael addition of oxindoles (I) to vinyl selenone (II) in room temperature ionic liquid. Derivative (IIIa) is used as starting material in the synthesis of iodide (IV), azide (V), and pyrroloindoline (VI). — (ZHANG, T.; CHENG, L.; HAMEED, S.; LIU*, L.; WANG, D.; CHEN*, Y.-J.; Chem. Commun. (Cambridge) 47 (2011) 23, 6644-6646, http://dx.doi.org/10.1039/c1cc10880h ; Beijing Natl. Lab. Mol. Sci., Inst. Chem., Chin. Acad. Sci., Beijing 100190, Peop. Rep. China; Eng.) — R. Staver

42- 027

ChemInform 2011, 42, issue 42 © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim