摘要
研究了5－（1-孟氧基）-3-溴-2（5N）-呋喃酮新手性源（1）与某些碳亲核试剂发生的串联不对称Michael加成／分子内亲核取代反应，反应中生成2个新的手性中心得到一般方法难以合成的光学纳二环[3.3.3]辛-3-烯类化合物．通过[α]、IR、UV、1HNMR、13CNMR、MS、元素分析以及X射线四圆衍射等方法确定了手性二环[3.3.0]辛-3-稀类化合物化学结构和绝对构型．
The tandem asymmetric Michael addition/intramolecular nucleophilic substitution of the novel chiral source, 3-bromo-5- (1-menthyloxy)-2 (5H)-furanone (1) with some carbon nucleophiles has been investigated. The asymmetric reaction can yield optically pure 3-bicyclo [3.3.0]octene derivatives containing two novel stereogenic chiral centers. The chemical structure and configuration of these 3-bicyclo[3.3.0]octene compounds were identified on the basis of their elemental analytical data and spectroscopic data, such as[α] , UV, IR,1H NMR, 13C NMR, MS and X-ray crystallography.This asymmetric reaction can provide an important strategy in synthesis of some optically pure 3-bicyclo[3. 3. 0]octene compounds and some biologically active molecules.
出处
《高等学校化学学报》
SCIE
EI
CAS
CSCD
北大核心
1999年第9期1384-1389,共6页
Chemical Journal of Chinese Universities
基金
国家自然科学基金!29672004
关键词
串联反应
光学纯
手性
合成
二环辛烯酮
Tandem reaction, Asymmetric Michael addition/intramolecular nucleophilic substitution, Crystal structure, Chiral 3-bicyclo[3.3.0]octene compound
