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基于5-孟氧基-3-溴-2(5H)-呋喃酮的环丙烷合成方法研究:碳亲核试剂启动的不对称串联反应
引用本文:郭金波,张淅芸,陈庆华.基于5-孟氧基-3-溴-2(5H)-呋喃酮的环丙烷合成方法研究:碳亲核试剂启动的不对称串联反应[J].化学学报,2006,64(19):2008-2014.
作者姓名:郭金波  张淅芸  陈庆华
作者单位:1. 洛阳师范学院化学系,洛阳,471022
2. 北京师范大学化学系,北京,100875
3. 洛阳师范学院化学系,洛阳,471022;北京师范大学化学系,北京,100875
摘    要:研究碳亲核试剂(2a2e)与手性合成砌块, 5-孟氧基-3-溴-2(5H)-呋喃酮的不对称串联反应, 分别得到不同结构的光学活性化合物3a3d, 4, 56. 通过X射线晶体分析确认了它们的立体化学结构.

关 键 词:不对称串联反应  碳-碳键形成  光学活性  晶体结构
收稿时间:12 24 2005 12:00AM
修稿时间:2005-12-242006-06-01

Study of the Synthetic Method of Cyclopropane Derivatives Based on 3-Bromo-2,5-dihydro-5-menthyloxyfuran-2-one: Asymmetric Tandem Reaction Starting by Carbon Nucleophile
GUO,Jin-Bo,ZHANG,Xi-Yun,CHEN,Qing-Hua.Study of the Synthetic Method of Cyclopropane Derivatives Based on 3-Bromo-2,5-dihydro-5-menthyloxyfuran-2-one: Asymmetric Tandem Reaction Starting by Carbon Nucleophile[J].Acta Chimica Sinica,2006,64(19):2008-2014.
Authors:GUO  Jin-Bo  ZHANG  Xi-Yun  CHEN  Qing-Hua
Institution:a Department of Chemistry, Luoyang Normal College, Luoyang 471022;b Department of Chemistry, Beijing Normal University, Beijing 100875
Abstract:The structurally different chiral compounds 3a3d, 4, 5 and 6 with newly formed stereogenic centers were obtained via the tandem asymmetric Michael addition and internal nucleophilic substitution reaction of 3-bromo-2,5-dihydro-5-menthyloxyfuran-2-one with different carbon nucleophiles. The chemical structures of these complicated compounds were determined by analytical and spectroscopic data. The proposed structures were confirmed by the X-ray crystallographic analysis of 3a (S), 5 and 6.
Keywords:tandem asymmetric reaction  carbon-carbon bond formation  optical activity  crystal structure
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