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Synlett 1996; 1996(11): 1067-1070
DOI: 10.1055/s-1996-5661
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Palladium(0) Catalyzed Tandem Alkylation and SN’ Cyclization of 1,4-Dichlorobut-2-ene. A One Pot Stereoselective Synthesis of Highly Functionalized Cyclopropanes

Gianluca Franzone, Stéphanie Carle, Philippe Dorizon, Jean Ollivier, Jacques Salaün*
  • *Laboratoire des Carbocycles, Associé au CNRS, Institut de Chimie Moléculaire d’Orsay, Bât. 420, Université de Paris-Sud, 91405 ORSAY (France), Fax (33) 1 69 41 62 78, E-mail jasalaun@icmo.u-psud.fr
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Publication Date:
31 December 2000 (online)

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One pot palladium(0) catalyzed reaction of (E or Z)-1,4-dichlorobut-2-enes with the anion of various α-substituted carbonitriles can lead, diastereoselectively, to (E)-1-substituted-2-vinylcyclopropane carbonitriles (de = 30-100%).

(E) 1-Substituted-2-vinylcyclopropanecarbonitriles