A New Synthesis of<i>cis</i>-1,6-Diphenyl-2,5,7,10-tetraoxabicyclo[4.4.0]decane and Related Six Membered Cyclic Oxido Compounds
作者:Luigi Lopez、Vincenzo Calò、Francesca Stasi
DOI:10.1055/s-1987-28136
日期:——
The synthesis of cis-tetraoxabicyclo decanes 2 and 7 have been performed by treatment of 2,3-diphenyl-5,6-dihydro-1,4-dioxin (1) or cis-2,3,5,6-tetraphenyl-5,6-dihydro-1,4-dioxin (3) with two equivalents of tris (p-bromophenyl)ammonium tetrafluoroborate in a dichloromethane(ethylene glycol mixture. The structural and conformational assignments have been made on the basis of spectroscopical and single crystal X-ray diffraction data. Similar reaction of 2,3,5, 6-tetraphenyl-p-dioxin (4) with the same one electron oxidizing agent in dichloromethane/alcohol mixtures afford trans-2,3-dialkoxy derivatives 8 and 9.
顺式四氧杂双环癸烷 2 和 7 的合成是通过在二氯甲烷(乙二醇混合物)中用三(对溴苯基)四氟硼酸铵与 2,3-二苯基-5,6-二氢-1,4-二恶烷(1)或顺式-2,3,5,6-四苯基-5,6-二氢-1,4-二恶烷(3)进行等量反应实现的。结构和构象的确定是基于光谱学和单晶 X 射线衍射数据。2,3,5,6-四苯基对二恶烷(4)与相同的一电子氧化剂在二氯甲烷/乙醇混合物中的类似反应产生了反式-2,3-二烷氧基衍生物 8 和 9。