- A+
此反应Michael加成引发的关环反应,可以通过此反应制备三元、五元、六元和七元环。此反应最常用的底物是砜类化合物,[3+2]环加成最容易进行。
反应操作
Trans, trans trisubstituted methylenecyclopentane (3). To a stirred solution of 1 (1 equiv) in THF was added LDA (1.3 equiv) in THF at -78 ℃. After 15 min, 2 (1.1 equiv) was added, the mixture was stirred for 45 min. Quenching (aq HCl), extraction (Et2O-20% DCM) and chromatography afforded 3 in 75% yield.
【Hassner A, Ghera E, Tet Lett., 1990, 31, 3653】
相关文献
1 Ghera E Tet Lett 1979 4603
2 Little RD Tet Lett 1980 21 2609
3 Hassner A, Ghera E Tet Lett 1990 31 3653
4 Hassner A, Ghera E J Org Chem 1996 61 4959
5* Hassner A Tet Asymm 1996 7 2423
6* Hassner A Tet Asymm 1998 9 2201
7* Hassner A Tet Lett 2000 41 5583, 8157
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9* Hassner A Eur J Org Chem 2001 1259
10 Hassner A Tet Asymm 2001 12 2269
11 Tanino K Eur J Org Chem 2006 328
12 Dumez E Chem Eur J 2009 15 12470
编译自:Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 205.
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