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利用新手性源,5-(l-孟氧基)-3-氯-2(5H)-呋喃酮4与亲核试剂吗啉通过串联不对称双Michael加成/分子内亲核取代反应合成了一般方法难以得到的含有多个手性中心的螺-环丙烷双内酯化合物C32H50O7NCl.其单晶为C32H50O7NCl(OC3H6)0.5,正交晶系, 空间群为P212121, 晶胞参数a = 17.149(3), b = 20.384(4), c = 10.831(2) , V = 3786.1(12) 3, Z = 4, Dc = 1.097 g/cm3, F(000) = 1352, μ= 0.144 mm-1; 射线类型为MoK?( = 0.71073 ?, 偏离因子R = 0.0755, wR = 0.1956, 独立衍射点3710个, 其中可观测点数2318个.分子中共有六个环, 12个手性中心, 3个六元环呈椅式构象, 两个五员内酯环呈信封式构象, 并分别与环丙烷形成[2.4]螺环和 [3.1.0] 稠环, 4个新生成的手性中心的绝对构型为C(3)(S), C(4)(S), C(5)(R), C(8)(R).
The asymmetric double Michael addition / intramolecular nucleophilic substitution of 5- (l-menthoxy) -3-chloro-2 (5H) -furanone 4 with the nucleophile morpholine was synthesized using a novel chiral source The spiro-cyclopropane dianolactone compound C32H50O7NCl with multiple chiral centers which is difficult to be obtained by the general method has a single crystal of C32H50O7NCl (OC3H6) 0.5, an orthorhombic system with a space group of P212121 and a unit cell parameter of a = 17.149 (3 ), b = 20.384 (4), c = 10.831 (2), V = 3786.1 (12) 3, Z = 4, Dc = 1.097 g / cm3, F (000) = 1352 and μ = 0.144 mm- Type is MoK? (= 0.71073 ?, deviation factor R = 0.0755, wR = 0.1956, 3710 independent diffraction points, of which 2318 can be observed points in the molecule a total of six rings, 12 chiral centers, three six-membered ring The two five-membered lactone ring is in envelope conformation and forms [2.4] spiro and [3.1.0] fused rings with cyclopropane respectively. The absolute configurations of the four newly generated chiral centers are C (3) (S), C (4) (S), C (5) (R), C (8) (R).