KetonesQ 0350 DOI: 10.1002/chin.201110078

A New Kind of Organophosphorus Compounds as an Efficient Catalyst for Asym-metric C—C Bond Formation Reactions. — A chiral pyrrolidine-phosphite organo-catalyst is successfully applied in the asymmetric Michael reaction of nitrostyrene de-rivatives with cyclic ketones. High diastereo- and enantioselectivity is achieved in re-actions of cyclohexanone (I), while cyclopentanone (IV) is less suitable. In contrast, the new catalyst is not effective in the analogous Michael addition of acetone as well as the direct aldol reaction of cyclohexanone with nitrobenzaldehyde. — (XU, D.-Z.; LIU, Y.; LI, H.; WANG*, Y.; Tetrahedron 66 (2010) 46, 8899-8903, http://dx.doi.org/10.1016/j.tet.2010.09.062 ; Dep. Chem., Nankai Univ., Tianjin 300071, Peop. Rep. China; Eng.) — Mischke

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ChemInform 2011, 42, issue 10 © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim