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α''-取代磺酰基-α,β-不饱和酮的不对称催化环加成反应的研究
引用本文:孙莉,郑明花,倪哲明,郑人华,裴文. α''-取代磺酰基-α,β-不饱和酮的不对称催化环加成反应的研究[J]. 合成化学, 2002, 10(4): 341-344
作者姓名:孙莉  郑明花  倪哲明  郑人华  裴文
作者单位:1. 浙江工业大学化学工程学院,浙江,杭州,310014
2. 延边大学化学系,吉林,延吉,133002
摘    要:在手性金属钛配合物催化剂存在下,研究了α′-取代磺酰基-α,β-不饱和酮的不对称催化环加成反应;讨论了α,β-不饱和酮各种取代磺酰基对反应活性和对映选择性的影响;高收率地合成了高光学纯度的环加成产物,并对环加成产物的构型进行了鉴定。

关 键 词:α′-取代磺酰基-α  β-不饱和酮 不对称催化 取代磺酰基 手性钛 配合物 环加成反应 催化剂
文章编号:1005-1511(2002)04-341-04
修稿时间:2001-11-01

Asymmetric Diels-Alder Reactions of (E)-1-Substituted Sulfonyl-3-penten-2-ones with Cyclopentadine Catalyzed by a Chiral Titanium Reagent
SUN Li ,ZHENG Ming hua ,NI Zhe ming ,ZHENG Ren hua ,PEI Wen. Asymmetric Diels-Alder Reactions of (E)-1-Substituted Sulfonyl-3-penten-2-ones with Cyclopentadine Catalyzed by a Chiral Titanium Reagent[J]. Chinese Journal of Synthetic Chemistry, 2002, 10(4): 341-344
Authors:SUN Li   ZHENG Ming hua   NI Zhe ming   ZHENG Ren hua   PEI Wen
Affiliation:SUN Li 1,ZHENG Ming hua 2,NI Zhe ming 1,ZHENG Ren hua 1,PEI Wen 1
Abstract:Asymmetric Diels Alder reactions of (E) 1 substituted sulfonyl 3 penten 2 ones with cyclopentadine catalyzed by a chiral titanium reagent were investigated. The enantioselectivity was discussed with different substituents in the position of sulfonyl moiety. 6 Methyl 5 (substituted sulfonylacetyl)bicyclo 2 heptenes(2) were prepared in high yield with high optical purity. The absolute configuration of the cycloadducts was determined by comparing with the authentic samples of 2, which were prepared by an alternative synthetic route.
Keywords:
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