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Synlett 1999; 1999(2): 246-248
DOI: 10.1055/s-1999-2576
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Regiochemical Control in the Hydrostannylation of Aryl Substituted Alkynes: A Stereoselective Synthesis of Disubstituted Vinylstannanes

Frédéric Liron* , Pierre Le Garrec, Mouâd Alami
  • *Ecole Supérieure de Chimie Organique et Minérale, Département de Chimie associé au CNRS, 13 bd de l'Hautil, 95092 Cergy Pontoise Cedex, France; Fax +33(01)30 75 60 21
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Publikationsdatum:
31. Dezember 1999 (online)

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The palladium-catalyzed stereoselective hydrostannylation of various aryl substituted alkynes 1 in THF is described. The reaction is remarkably regioselective and affords mainly to exclusively the α-isomers 2 in the case of alkynes bearing electron acceptors in para-position and ortho-substituted alkynes regardless of the electronic nature of the substituent.

palladium - disubstituted vinylstannanes - hydrostannylation reactions - aryl alkynes