A Facile Construction of Eudesmanolide Denebutenolide via SmI_2-catalyzed Rearrangement of an Enol Ester Epoxide

A Facile Construction of Eudesmanolide Denebutenolide via SmI_2-catalyzed Rearrangement of an Enol Ester Epoxide

下载PDF

导出

摘要 A very convenient construction procedure of the a, b-unsaturated lactone has been carried out in 98% yield. SmI2 (10%) was used as catalyst for rearrangement of an enol ester epoxide of eudesmanolide sesquiterpene. The possible mechanism was also discussed. A very convenient construction procedure of the a, b-unsaturated lactone has been carried out in 98% yield. SmI2 (10%) was used as catalyst for rearrangement of an enol ester epoxide of eudesmanolide sesquiterpene. The possible mechanism was also discussed.

作者 WuJiongXIA AoChengCAO 等

机构地区 DepartmentofChemistry＆NationalLaboratoryofAppliedOrganicCemistry InstituteofPlantProtection

出处《Chinese Chemical Letters》 SCIE CAS CSCD 2002年第2期101-104,共4页 中国化学快报（英文版）

基金 We are grateful for financial support from NNSFC (No. 29972019 and 29925205) FUKTME of China the Young Teachers Found of Ministry of Education and the Found of Ministry of Education (No. 99209).

关键词 CONSTRUCTION a b-unsaturated lactone catalyzed- rearrangement. Construction, a, b-unsaturated lactone, catalyzed- rearrangement.

分类号 O624 [理学—有机化学] O623.62 [理学—有机化学]

引文网络
相关文献

参考文献8

1H M Xie;Ph Dabkiewicz;R Ulrich;K Okamoto.查看详情,1986.
2M Devic;J P Shirmann;A Decarrean.查看详情,1991(12).
3A C Adams;D P Schinke;C D Capio.查看详情,1979.
4Y H Fan;Y Moalem.查看详情,1998.
5K Holiday;M Croci;E Vauthey;U.P.Wild.查看详情,1993.
6X Pan;D Feng.查看详情,1988.
7高章华,刘兵,李卫东.12,6-桉烷内酯类天然产物的合成研究[J].有机化学,2006,26(6):757-774. 被引量：1
8赵景瑞,贾学顺,翟宏斌.二碘化钐在有机合成中的应用研究[J].有机化学,2003,23(6):499-512. 被引量：23

二级参考文献211

1Aurrecoechea, J. M. ; Femndez, A; Gorgojo, J. M. ; Saomil,C. Tetrahedron 1999, 55(23), 7345.
2Katritzky, A. R. ; Feng, D. ; Qi, M. ; Aurrecoechea, J. M. ;Suero, R. ; Aurrekoetxea, N. J. Org. Chem. 1999, 64 (9),3335.
3Russo, T.; Pinhas, A. R. Organometallics 1999, 18(25),5344.
4Fuchibe, K.; Iwasawa, N. Org. Lett. 2000, 2(21), 3297.
5Kikukawa, T. ; Hanamato, T. ; Inanaga, J. Tetrahedron Lett.1999, 40(42), 7497.
6Su, W.-K.; Li, Y.-S.; Zhang, Y. M. Chin. J. Chem.2001, 19(11), 1157.
7Li, Z. F.; Lu, P.; Zhang, Y. M. Chin Chem. Lett. 2000,11 (6), 495.
8Xu, F. ; Sun, J. H. ; Shen, Q. Tetrahedron Lett. 2002, 43(10), 1867.
9Xu, X.-L. ; Zhang, Y. M. J. Chem. Soc., Perkin Trans. 1 2001, 21, 2836
10Xu, X.-L. ; Lu, P. ; Zhang, Y. M. Synth. Commun. 2001,31 (3), 323.

共引文献33

1杨水金,高飞.单质碘催化合成丁酸正戊酯[J].甘肃化工,2005,19(1):21-22. 被引量：3
2高飞,杨水金.单质碘催化合成苯甲醛乙二醇缩醛[J].应用化工,2005,34(1):28-29. 被引量：17
3杨水金,尹国俊.碘掺杂聚苯胺催化剂催化合成环己酮乙二醇缩酮[J].精细石油化工进展,2005,6(4):15-17. 被引量：2
4杨水金,高飞.碘催化合成丁酮1,2-丙二醇缩酮[J].工业催化,2005,13(7):36-38. 被引量：5
5夏佳,张志刚,杨水金.碘掺杂聚苯胺催化剂催化合成环己酮1,2-丙二醇缩酮[J].化学工业与工程技术,2005,26(4):7-9. 被引量：4
6于鸾,余明新,张永敏.二碘化钐在分子内环化反应中的应用[J].化学试剂,2005,27(10):597-600. 被引量：1
7杨水金,高飞.单质碘催化合成丁醛1,2-丙二醇缩醛[J].化学工业与工程技术,2005,26(5):29-30. 被引量：3
8杨水金,尹国俊.碘掺杂聚苯胺催化剂催化合成苹果酯-B的研究[J].化学试剂,2006,28(3):164-166. 被引量：3
9杨水金,童文龙,尹国俊.碘掺杂聚苯胺催化剂催化合成缩醛(酮)[J].北京科技大学学报,2006,28(3):278-281. 被引量：12
10吕宝兰,杨水金.碘掺杂聚苯胺催化合成丁醛乙二醇缩醛[J].精细石油化工,2006,23(2):38-40. 被引量：3

1李谦和,尹笃林,朱智华.氧化苯乙烯液相催化重排合成苯乙醛的研究[J].精细石油化工,1994,11(6):42-45. 被引量：1
2张林丹,徐苏梅,朱静文,蒋尚信,康群.己内酰胺与硫酸酯的反应研究[J].中国纺织大学学报,1992,18(4):58-64.
3尹笃林,张剑峰,肖毅,李谦和.β-蒎烯环氧化重排制水芹醛[J].湖南师范大学自然科学学报,1999,22(4):49-52. 被引量：4
4刘佐胜,彭立增,兰炯,李卫东,李裕林.(+)-11,12-Epoxycembrene-C,(+)-Alcyonol-C, Crotocembreneic　acid和Neocrotocembreneic acid的首次全合成[J].厦门大学学报（自然科学版）,1999,38(S1):72-72.
5成克军,吴世晖.三氯化钐促进的芳香胺对氮丙啶的开环反应[J].复旦学报（自然科学版）,1999,38(1):80-83.
6钱长涛,陈健,等.Synthesis and X—ray Structure of Solvated Monocyclopentadienyl Samariu[J].Chinese Journal of Structural Chemistry,1994,13(1):19-23.
7Wu Yan ZHANG,Ji Yu GUO,Xiao Tian LIANG.Studies on Agarofurans V. Studies on the Reductive Ring-Opening of 3,4-Epoxide of Agarofurans[J].Chinese Chemical Letters,2000,11(12):1041-1044.
8Zhi Yu LIU Jian Jun ZHANG Wei CHEN Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,345 Lingling Lu,Shanghai 200032.A FACILE SYNTHESIS OF(±)-MURICATAIN[J].Chinese Chemical Letters,1993,4(8):663-664.
9Epoxide Based Asymmetric Synthesis[J].厦门大学学报（自然科学版）,1999,38(S1):228-228.
10YanHuaWANG,JianWeiZOU,BingZHANG,MinZENG,GuiXiangHU,KeWenZHENG,QingSenYU.Theoretical Study on the Isomerization Mechanism of Enol Ester from 2-Acyl-1,3-cyclohexanediones[J].Chinese Chemical Letters,2005,16(5):705-708.

Chinese Chemical Letters

2002年第2期

浏览历史

内容加载中请稍等...

A Facile Construction of Eudesmanolide Denebutenolide via SmI_2-catalyzed Rearrangement of an Enol Ester Epoxide

参考文献8

二级参考文献211

共引文献33

相关作者

相关机构

相关主题

浏览历史