中文摘要：

通过研究2-苯基/环己基环十二酮在不同还原剂和温度下的还原反应证实了2-取代环十二酮的还原反应具有cis-选择性.在此基础上,通过2-取代环十二酮的Na BH4还原反应、1,2-环氧环十二烷的开环反应及cis-2-苯基环十二醇的Mitsunobu反应和水解反应制备了一系列trans-1,2-二取代环十二烷;采用^1H NMR、^13C NMR、X射线衍射和量子化学计算等方法对其优势构象进行了分析.结果表明,trans-1,2-二取代环十二烷的优势构象为[3333]方形构象,1个取代基位于边碳外向位（Side-exo）,另1个位于角碳反向位（Corneranti）.cis-2,12-二取代环十二酮的Li Al H4还原产物的X射线衍射分析结果表明,生成的1,2,3-三取代环十二烷保持了环十二烷的[3333]方形构象,2个取代基位于边碳外向位,羟基位于角碳顺向位（Corner-syn）,取代基呈现出cis-cis关系。

英文摘要：

To confirm the cis-selectivity on the reduction of 2-substituted cyclododecanone and analyze the preferred conformation of trans-1,2-disubstituted cyclododecanes, the reduction of 2-phenyl/cyclohexylcy- clododecanones were carried out at the different reductive reagents and temperatures. Based on these results, a series of trans-1,2-disub- stituted eyclododecanes was prepared via NaBH4 reduction of 2-substituted cy- clodode- canones, ring-opening of cyclododecene oxide, Mitsunobu reaction of c/s-2-phenyl cyelododecanol and hydrolysis, their preferred conformation were analyzed on the basis of ^1H NMR, ^13C NMR, X-ray diffraction and quantum chemistry calculation. The results showed that the preferred conformations of trans-1,2- disubstituted cyclododecanes were [ 3333 ] square conformation, in which the one group presents at the side- exo position and the other one at the comer-anti. The X-ray diffraction structures of the reductive products of c/s-2,12-disubstituted eyclododecanones showed that 1,2,3-trisubstituted cyelodode- canes still take [ 3333 ] square conformation, in which the two groups present at the side-exo positions and the hydroxy at the comer- syn, three groups are cis-cis relationships.