钐试剂促进产生卡宾及其反应

Samarium-promoted Creation of Carbene

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摘要主要介绍了Sm、Sm/Hg、Sm/TMSCl等钐试剂促进卡宾的生成从而与羟基定向的烯丙基醇、α-连烯醇、2-氯-3-羟基酰胺等进行环丙烷化反应,体现了高产率、好的立体选择性、高反应活性等优点. By the use of samarium,samarium/mercury amalgam,samarium/TMSCl in combination with diiodomethane or chloroiodomethane, carbine is generated. Sequently, hydroxyl-directed cyclopropanation of allylic alcohols,α-allenic alcohols,and 2-chloro-3-hydroxyamides are generated, which embodies high yield rate, high stereoscopic selectivity and high flexibility.

作者李翠华丁金昌王保辉

机构地区大庆石油学院化学化工学院温州师范学院化学与材料科学学院

出处《温州师范学院学报》 2005年第2期67-72,共6页 Journal of Wenzhou Teachers College(Philosophy and Social Science Edition)

关键词钐试剂卡宾环丙烷化反应环丙基酰胺 samarium reagent carbene cyclopropanation cyclopropylamides

分类号 O621.3 [理学—有机化学]

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1Donaldson W A. Synthesis of cyclopropane containing natural products [J]. Tatrahedron, 2001, 57: 8589~8627.
2Beumer R, Reiser O.β -Aminocyclopropanecarboxylic acids with α -amino acid side chin functionality [l].Tetrahedron, 2001,57:6497~6503.
3Taber D E Bui G, Chen B. Synthesis of (-)-delobanone[J].J. Org. Chem, 2001, 66(10) :3423~3426.
4Yu M, Pagenkopf B L,Allyation of donor-acceptor cyclopropanes [J].Org. Lett,2003, 5 (24) : 4639~4640.
5Taber D F, Joshi P V, Kanai K.2,5-Dialkyl cyclohexenones by Fe(CO)5-mediated carbonylation of alkenyl cyclopropanes: Functional group compatibility [J].J. Org. Chem, 2004, 69 (7) : 2268~2271.
6Wallock N J, Donaldson W A.Reactivity of (bicyclo[5.1.0] octadienyl) iron cation:application to the synthesis of cis-2-(2'-carboxycyclopropyl) glycines [J].J. Org. Chem, 2004, 69 (9) : 2997~3007.
7Ruedi G., Nagel M, Hansen H.Three-carbon ring expansion by cyclopropane insertion: macrocyclic musks from readily available C-12 starting materials [J].J. Org. Letters, 2004, 6(17) :2989~2991.
8Wurz R P, Charette A B.An expedient and practical method for the synthesis of a diverse series of cyclopropane α-amino acids and amines [J].J. Org. Chem., 2004, 69(4) : 1262~1269.
9Molander G. A, Harring L S. Samarium-promoted cyclopropanation of allylic alcohols [J]. J.Org. Chem, 1989, 54:3525~3532.
10Lautens M, Delanghe P H M. Studies in the directed cyclopropanation of α-allenic alcohols [J]. J. Am. Chem. Soc,1994, 116:8526~8535.

1王科伟,樊月琴,孟双明,郭永,冯锋,贾治芳.一锅煮法合成多取代的2-吡咯烷酮[J].山西大同大学学报（自然科学版）,2011,27(3):45-47.
2方乐平,吴华悦.一种简便的合成脒的新方法[J].浙江师范大学学报（自然科学版）,2003,26(3):262-264. 被引量：6
3Jin Chang DING,Hua Yue WU.Chemoselective Reduction of Azides to Amines Using Sm/TMSCl System in the Presence of Trace Amounts of Water[J].Chinese Chemical Letters,2001,12(8):659-662.
4彭绍琴,郑朝贵.CeCl_3－SrCl_2－MgCl_2三元体系相图的研究[J].稀土,1994,15(5):23-25.
5王磊,张永敏.Convenient one-pot synthesis of functionalized cyclopentene via Sm/TMSCl/t-BuOH system mediated hydrodimerization cyclization of gem-diactivated alkene[J].Chinese Journal of Chemistry,1999,17(4):398-403.
6李安排,李洋,杜振亭,厍学功,潘鑫复.(S)-(+)-姜黄烯的立体选择性全合成[J].高等学校化学学报,2004,25(5):862-865. 被引量：1

温州师范学院学报

2005年第2期

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钐试剂促进产生卡宾及其反应

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