Enantioselective synthesis of 5-epi-citreoviral using ruthenium-catalyzed asymmetric ring-closing metathesis.

作者: Timothy W. Funk

DOI: 10.1021/OL901853T

关键词:

摘要: Chiral ruthenium olefin metathesis catalysts can perform asymmetric ring-closing reactions in ≥90% ee with low catalyst loadings. To illustrate the practicality of these reactions and the …

参考文章(33)
E.M. Gause, M.A. Buck, M.G. Douglas, Binding of citreoviridin to the beta subunit of the yeast F1-ATPase. Journal of Biological Chemistry. ,vol. 256, pp. 557- 559 ,(1981) , 10.1016/S0021-9258(19)70004-0
G. S. Weatherhead, G. A. Cortez, R. R. Schrock, A. H. Hoveyda, Mo-catalyzed asymmetric olefin metathesis in target-oriented synthesis: Enantioselective synthesis of (+)-africanol Proceedings of the National Academy of Sciences of the United States of America. ,vol. 101, pp. 5805- 5809 ,(2004) , 10.1073/PNAS.0307589101
B.E. Rossiter, T.R. Verhoeven, K.B. Sharpless, Stereoselective epoxidation of acyclic allylic alcohols. A correction of our previous work. Tetrahedron Letters. ,vol. 20, pp. 4733- 4736 ,(1979) , 10.1016/S0040-4039(01)86696-X
Joshua J. Van Veldhuizen, Steven B. Garber, Jason S. Kingsbury, Amir H. Hoveyda, A Recyclable Chiral Ru Catalyst for Enantioselective Olefin Metathesis. Efficient Catalytic Asymmetric Ring-Opening/Cross Metathesis in Air Journal of the American Chemical Society. ,vol. 124, pp. 4954- 4955 ,(2002) , 10.1021/JA020259C
Steven J. Malcolmson, Simon J. Meek, Elizabeth S. Sattely, Richard R. Schrock, Amir H. Hoveyda, Highly efficient molybdenum-based catalysts for enantioselective alkene metathesis Nature. ,vol. 456, pp. 933- 937 ,(2008) , 10.1038/NATURE07594
Shigeru Nishiyama, Yoshikazu Shizuri, Shosuke Yamamura, Total synthesis and the absolute configuration of citreoviral and citreoviridin Tetrahedron Letters. ,vol. 26, pp. 231- 234 ,(1985) , 10.1016/S0040-4039(00)61887-7
Shigeru Nishiyama, Hiroaki Toshima, Shosuke Yamamura, Total Syntheses of Citreoviridinol and Neocitreoviridinol Chemistry Letters. ,vol. 15, pp. 1973- 1976 ,(1986) , 10.1246/CL.1986.1973
Shigeru Nishiyama, Yoshikazu Shizuri, Daizo Imai, Shosuke Yamamura, Yukimasa Terada, Masatake Niwa, Kazuaki Kawai, Hideyuki Furukawa, Structural and conformational studies on citreoviridinol and isocitreoviridinol: syntheses of some 2,6-dioxabicyclo[3.2.1]octanes Tetrahedron Letters. ,vol. 26, pp. 3243- 3246 ,(1985) , 10.1016/S0040-4039(00)98162-0