Bimanes. 25. The synthesis and structures of tricyclic bimanes [. mu.-(Cn)-syn-(CH2, CH3 or Cl) B]

D Marciano, M Baud'huin, B Zinger…

Index: Marciano, Daniele; Baud'huin, Michel; Zinger, Baruch; Goldberg, Israel; Kosower, Edward M. Journal of the American Chemical Society, 1990 , vol. 112, # 20 p. 7320 - 7328

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Citation Number: 9

Abstract

Abstract: An effective synthesis of tricyclic bimanes (p (C,)-syn-(CHz, Rl) B, RI= CH3 or Cl))(3a-g, n= 1, 2, 3) from bis-acid chlorides via bis-3-keto esters and bis-pyrazolinones is described. The success of the synthesis is strong support for the previously proposed mechanism of bimane formation, via a diazacyclopentadienone and a diazoketene. Crystal structures for three chloro derivatives (3W, n= 1, 2, 3) reveal that the bimane dihedral ring ...