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Title

Highly Enantioselective One-Pot Copper-Catalyzed 1,4 Addition/Organocatalyzed α-Substitution of Enals

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Published in Advanced Synthesis and Catalysis. 2010, vol. 352, no. 11-12, p. 1856 - 1860
Abstract The asymmetric copper-catalyzed addition of dialkylzinc to enals followed by organocatalyzed one-pot aldehyde α-functionalization has been accomplished providing CC, CCl or CF bond formation. These simple procedures led to the creation of two contiguous stereocenters in excellent enantioselectivities (typical ee=99%). This methodology has been applied in the synthesis of (2S,3S) isomer of Valnoctamide®.
Keywords CopperEnalsEnantioselectivityMichael additionOrganocatalysis
Stable URL http://archive-ouverte.unige.ch/unige:11964
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Other version: http://doi.wiley.com/10.1002/adsc.201000309
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Deposited on : 2010-09-30

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