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Synthesis 1995; 1995(12): 1506-1510
DOI: 10.1055/s-1995-4140
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Synthesis and Reactions of New Ethynyl-Substituted 1,6-Methano[10]annulenes

Amanda Bryant-Friedrich, Richard Neidlein*
  • *Pharmazeutisch-Chemisches Institut der Universität Heidelberg, Im Neuenheimer Feld 364, D-69120 Heidelberg, Germany, Fax +49(6221)563430
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Publication Date:
31 December 2000 (online)

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In conjunction with the study of acetylene substituted 1,6-methano[10]annulenes, butadiynyl substituted derivatives 10-13 have been synthesized using a stereospecific palladium-catalyzed coupling of an acetylene to geminal dibromosubstituted alkenes 2a-2c to yield enynes 4a-4d followed by dehydrohalogenation.

1,6-methano[10]annulene - enyne - diyne - 1,1-dibromoalkenes - Pd(0) catalysis