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α-呋喃甲醇与手性试剂5-(L-孟氧基)-3-溴-2(5H)-呋喃酮于室温进行串联的不对称双M ichael加成/分子内亲核取代反应,合成了含有4个新手性中心的螺环/环丙烷标题化合物(1,C33H47B rO8,M r=651.62)。其结构经1H NMR,13C NMR,IR,MS,元素分析和四园单晶X-射线衍射仪表征。1属正交晶系,P2(1)2(1)2(1)空间群,a=10.166(2),b=14.980(3),c=23.202(5),α=90°,β=90°,γ=90°,V=3533.4(12)3,Z=4,Dc=1.225 Mg.m-3,μ=0.074 mm-1,F(000)=1376,偏离因子R=0.0701,wR=0.1149。1的分子中共有6个环,12个手性中心,2个六元环呈椅式构象,3个五元环呈信封式构象,4个新生成的手性中心的构型分别是(S)-C1,(S)-C3,(R)-C3,′(R)-C4′。
α-furanmethanol and the chiral reagent 5- (L-menthoxy) -3-bromo-2 (5H) -furanone are subjected to asymmetric double Michael addition / intramolecular nucleophilic substitution reaction in series at room temperature to synthesize Spirocyclic / cyclopropane title compound containing 4 neo-chiral centers (1, C33H47B rO8, M r = 651.62). Its structure was characterized by 1H NMR, 13C NMR, IR, MS, elemental analysis and Siyuan single crystal X-ray diffractometer. 1 is an orthorhombic system, a = 10.166 (2), b = 14.980 (3), c = 23.202 (5), α = 90 °, β = 90 ° γ = 90 ° V = 3533.4 12 = 3 Z = 4 Dc = 1.225 Mg.m-3 μ = 0.074 mm -1 F (000) = 1376 Deviation factor R = 0.0701 wR = 0.1149.1, there are 6 rings, 12 chiral centers, 2 6-membered rings in chair conformation and 3 5-membered rings in enveloping conformation. The configurations of 4 newly generated chiral centers are respectively Is (S) -C1, (S) -C3, (R) -C3, ’(R) -C4’.