Benson Chantel L, West F G
Department of Chemistry, University of Alberta, Edmonton, AB, Canada T6G 2G2.
Org Lett. 2007 Jun 21;9(13):2545-8. doi: 10.1021/ol070924s. Epub 2007 May 26.
Conjugated 1,3,5-hexatrienes encased in bridged bicyclic skeletons are prepared by cross-coupling followed by half-reduction of the resulting dienynes. The trienes undergo 6pi electrocyclization at an ambient or elevated temperature to furnish complex, polycyclic cyclohexadienes. In all cases, complete selectivity in favor of cyclization from the exo face of the bridged bicyclic system was seen, in contrast to the corresponding 4pi Nazarov cyclizations.
封装在桥连双环骨架中的共轭1,3,5-己三烯通过交叉偶联制备，然后将所得二烯炔进行半还原。这些三烯在环境温度或升高的温度下进行6π电环化反应，以提供复杂的多环环己二烯。在所有情况下，与相应的4π纳扎罗夫环化反应相反，观察到完全选择性地从桥连双环体系的外型进行环化。
