The stereoselective Diels-Alder reaction between an optically active 1,4-dimethylcycloheptadiene and acrolein was effectively promoted by TBSOTf to produce a bicyclo[3.2.2]nonene derivative bearing two quaternary carbons. Seven additional transformations from the obtained bicycle delivered the C 2-symmetric bicyclo[3.3.2]decene derivative, a key intermediate in our synthetic study of ryanodine.
TBSOTf 有效地促进了光学活性 1,4-二
甲基环庚二
烯和
丙烯醛之间的立体选择性 Diels-Alder 反应,以产生带有两个季
碳的双环 [3.2.2]
壬烯衍
生物。来自获得的自行车的另外七次转化产生了 C 2 对称双环 [3.3.2]
癸烯衍
生物,这是我们合成蓝尼定的关键
中间体。