Pt(II)- or Au(III)-catalyzed [3+2] cycloaddition of metal-containing azomethine ylides: highly efficient synthesis of the mitosene skeleton.

作者: Hiroyuki Kusama , Yuichi Miyashita , Jun Takaya , Nobuharu Iwasawa

DOI: 10.1021/OL052610F

关键词:

摘要: Only 1−3 mol % of PtCl2 or AuBr3 was sufficient to promote generation and [3+2] cycloaddition transition-metal-containing azomethine ylides derived from N-(o-alkynylphenyl)imines bearing an inte...

参考文章(35)
Corinne Aubert, Olivier Buisine, Max Malacria, The behavior of 1,n-enynes in the presence of transition metals. Chemical Reviews. ,vol. 102, pp. 813- 834 ,(2002) , 10.1021/CR980054F
Xiaodong Shi, David J. Gorin, F. Dean Toste, Synthesis of 2-cyclopentenones by gold(I)-catalyzed Rautenstrauch rearrangement. Journal of the American Chemical Society. ,vol. 127, pp. 5802- 5803 ,(2005) , 10.1021/JA051689G
Jacques Muzart, None, Palladium-catalysed reactions of alcohols. Part C: Formation of ether linkages Tetrahedron. ,vol. 61, pp. 5955- 6008 ,(2005) , 10.1016/J.TET.2005.04.002
Francisco Alonso, Irina P. Beletskaya, Miguel Yus, Transition-metal-catalyzed addition of heteroatom-hydrogen bonds to alkynes. Chemical Reviews. ,vol. 104, pp. 3079- 3159 ,(2004) , 10.1021/CR0201068
Ling Ling Ouh, Thomas Ernst Müller, Yaw Kai Yan, Intramolecular hydroamination of 6-aminohex-1-yne catalyzed by Lewis acidic rhenium(I) carbonyl complexes Journal of Organometallic Chemistry. ,vol. 690, pp. 3774- 3782 ,(2005) , 10.1016/J.JORGANCHEM.2005.05.011
Nobuharu Iwasawa, Masahide Shido, Hiroyuki Kusama, Generation and reaction of metal-containing carbonyl ylides: tandem [3 + 2]-cycloaddition--carbene insertion leading to novel polycyclic compounds. Journal of the American Chemical Society. ,vol. 123, pp. 5814- 5815 ,(2001) , 10.1021/JA010478I
Tohru Fukuyama, Lihu Yang, Practical total synthesis of (.+-.)-mitomycin C Journal of the American Chemical Society. ,vol. 111, pp. 8303- 8304 ,(1989) , 10.1021/JA00203A055
Tomoya Miura, Nobuharu Iwasawa, Reactions of iodinated vinylidene complexes generated from 1-iodo-1-alkynes and W(CO)5(thf). Journal of the American Chemical Society. ,vol. 124, pp. 518- 519 ,(2002) , 10.1021/JA0113091
Gilson Zeni, Richard C. Larock, Synthesis of Heterocycles via Palladium π-Olefin and π-Alkyne Chemistry Chemical Reviews. ,vol. 104, pp. 2285- 2309 ,(2004) , 10.1021/CR020085H