26216-41-1Relevant academic research and scientific papers
Preparation and Pyrolysis of Stereoisomeric Bromobicycloalkanes (n = 6, 8, 10)
Dehmlow, Eckehard V.,Kramer, Roland
, p. 489 - 494 (2007/10/02)
The title compounds 1a-3c were prepared by stereoselective reduction of the respective dibromides.Pyrolysis gave allylic bromides (8, 9, 11) as primary and dienes (10, 12) as secondary products.Product ratios were independent of the stereochemistry of the starting materials.No differences of the rearrangement rates of the stereoisomers were observed in gas phase reactions of the derivatives of bicyclo- and bicycloalkanes.With the larger bicyclo derivatives, however, distinct differences in the thermal stability of cis-/trans-isomers 4c/5c or 2c/3c were found in condensed phase. - Keywords: Dibromocarbene Adducts, Stereoselective Debromination, Rearrangement, Allylic Bromides
