Synthesis and Dimerization of Bicyclo [4.4.1] undec-1 (11)-ene, a Bridgedtrans-Cycloheptene
作者:Konrad B. Becker、Jacques L. Chappuis
DOI:10.1002/hlca.19790620106
日期:1979.1.24
The synthesis of bicyclo [4.4.1] undec-1 (11)-ene (5) by intramolecular Wittig reaction is described. The Bredt olefin could not be isolated, but dimerized rapidly to a novel compound 15 containing a cyclopropane ring. The olefin 5 was trapped in situ by 2,5-diphenylbenzo [c]furan.
描述了通过分子内Wittig反应合成双环[4.4.1] undec-1(11)-烯(5)。所述Bredt烯烃不能分离,但迅速二聚的新型化合物15含有环丙烷环。烯烃5被2,5-二苯基苯并[ c ]呋喃原位捕获。
Selective Skeletal Rearrangement of Tricyclo[5.4.0.0<sup>1,5</sup>]undecanes to Tricyclo[5.3.1.0<sup>1,5</sup>]- and [5.4.0.0<sup>3,8</sup>]undecanes
rearrangement of tricyclo[5.4.0.01,5]undecan-ll-one gave tricyclo[5.3.1.01,5]undecan-11-one in a nonnucleophilic media and tricyclo[5.4.0.03,8]undecane-7, 8-diol in the presence of a nucleophile, respectively. Tricyclo[5.4.0.01,5]undecan-11-ols also rearranged to tricyclo[5.4.0.03,8]undecan-7-ol. A reductive rearrangement with a hydride transfer of the alcohol gave only tricyclo[5.4.0.03,8]undecane.