Synthesis and Structure of Tetrahydro-4,7- ethanoisobenzofuran-1,3-dione Derivative  

作　　者：Mingfeng Fang Chunmeng Pan Song Lu Zhongxiang Lin Guo-Yuan Lu 

机构地区：[1]College of Chemical Engineering,Nanjing Forestry University,Nanjing,Jiangsu 210037,China [2]Department of Chemistry,Nanjing University,Nanjing,Jiangsu 210093,China

出　　处：《Chinese Journal of Chemistry》2015年第5期573-577,共5页中国化学（英文版）

基　　金：the National Natural Science Foundation of China(Nos.31200451,21304048);the Natural Science Foundation of Jiangsu Province(No.BK2012821);the Foundation of Priority Academic Program Development(PAPD)of Jiangsu Higher Education Institutions.

摘　　要：(1R,2R,3S,4R,7R)-7-Isopropyl-6-methylbicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic acid anhydride(tetrahydro-4,7-ethanoisobenzofuran-1,3-dione derivative)adduct 2 was prepared via the isomerization ofα-pinene andβ-pinene in turpentine followed by the Diels-Alder cycloaddition with maleic anhydride in the presence of phosphoric acid/iodine catalysis.The molecular structure of adduct 2 was characterized by IR,1H NMR,13C NMR,1H-1H COSY,DEPT,HSQC,HMBC,2D NOESY and MS spectra.The single crystal X-ray crystallographic analysis of adduct 2 was performed,and the X-ray powder diffractive spectrum of the sample adduct 2 is consistent with the diffractive spectrum calculated from the single crystal data.Therefore the structure and stereochemistry of adduct 2 was established based on extensive spectral data and single crystal X-ray analysis.

关 键 词：TURPENTINE NMR spectra CONFIGURATION crystal structure Diels-Alder reaction 

分 类 号：O62[理学—有机化学]