【摘要】 以α-环柠檬醛(1)为A环合成子,以季膦盐(2)为C环合成子,通过B irch还原反应建立α,β-不饱和酮三元环结构,最后利用异丙基格氏试剂在无水三氯化铈催化下与羰基进行亲核加成反应,同时引入异丙基和羟基,得到目标产物。通过红外光谱检测,在3 418 cm-1处出现典型的羟基吸收峰,表明目标分子中成功地引入了所需官能团。1H NMR核磁共振谱中,在δ0.96、1.83和6.98处分别出现甲基的双重峰、亚甲基的七重峰和羟基氢的吸收等目标产物结构中的特征峰。在13C NMR谱和HRMS谱中,分别得到291.484 6的测定结果和20个C原子在对映位置的吸收峰值。结果表明,与目标产物结构相符,说明成功地合成了目标产物。更多还原

【Abstract】 α-Cyclocitral（1） was used as the A-ring synthon and triphenyl phosphonium chloride（2） as the（C-ring） synthon,and the tricyclic structure of α,β-unsaturated ketone was constructed through the Birch reduction.Finally the target compound was synthesized by the reaction of i-PrMgBr,a Grignard reagent,with α,β-unsaturated ketone through neucleophilic addition under the catalysis of anhydrous CeCl₃.The IR absorption peak at 3 418 cm^-1 indicated that the hydroxyl group was introduced into the target compound successfully.In the ¹H NMR spectrum,the peaks at δ 0.96,1.83 and 6.98 indicate that the iso-propyl group has been（bonded） to C-13 in the target compound.The ¹³C NMR and HRMS data were consistent with the structure of the target compound.In conclusion,the target compound was successfully synthesized through the method（reported） in this paper.更多还原