An asymmetric total synthesis of (+)-pentalenene
作者: Yoon-Jung KimYeokwon YoonHee-Yoon Lee
作者单位: 1Department of Chemistry, Korea Advanced Institute of Science & Technology (KAIST), Daejeon, Republic of Korea
刊名: Tetrahedron, 2013, Vol.69 (36), pp.7810-7816
来源数据库: Elsevier Journal
DOI: 10.1016/j.tet.2013.05.095
关键词: StereoselectiveTotal synthesisTriquinaneTrimethylenemethaneTandem cycloaddition
英文摘要: Abstract(#br)A stereoselective total synthesis of (+)-pentalenene was achieved through the tandem cycloaddition reaction of the allenyl diazo substrate prepared from (+)-citronellal. The initial intramolecular [2+3] cycloaddition reaction between the diazo functionality and the allenyl group produced the trimethylenemethane (TMM) intermediate after immediate loss of nitrogen molecule from the cycloaddition intermediate. Subsequent [2+3] cycloaddition of the TMM with olefin produced the angularly fused triquinane structure stereoselectively.
全文获取路径: Elsevier  (合作)
影响因子:2.803 (2012)