Organocatalytic cascade reactions as a new tool in total synthesis

被引：0
作者：
Grondal C. [1 ]
Jeanty M. [2 ]
Enders D. [2 ]
机构：
[1] Bayer CropScience AG, 40789 Monheim am Rhein
[2] Institute of Organic Chemistry, RWTH Aachen University, 52074 Aachen
来源：
Nature Chemistry | 2010年 / 2卷 / 3期
关键词：
D O I：
10.1038/nchem.539
中图分类号：
学科分类号：
摘要：
The total synthesis of natural products and biologically active compounds, such as pharmaceuticals and agrochemicals, has reached an extraordinary level of sophistication. We are, however, still far away from the 'ideal synthesis' and the state of the art is still frequently hampered by lengthy protecting-group strategies and costly purification procedures derived from the step-by-step protocols. In recent years several new criteria have been brought forward to solve these problems and to improve total synthesis: atom, step and redox economy or protecting-group-free synthesis. Over the past decade the research area of organocatalysis has rapidly grown to become a third pillar of asymmetric catalysis standing next to metal and biocatalysis, thus paving the way for a new and powerful strategy that can help to address these issues g- organocatalytic cascade reactions. In this Review we present the first applications of such asymmetric organocascade reactions to the total synthesis of natural products. © 2010 Macmillan Publishers Limited.
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页码：167 / 178
页数：11
相关论文
共 86 条
[1]  
Nicolaou K.C., Montagnon T., Molecules That Changed the World: A Brief History of the Art and Science of Synthesis and Its Impact on Society, (2008)
[2]  
Nicolaou K.C., Sorensen E.J., Classics in Total Synthesis, (1995)
[3]  
Nicolaou K.C., Snyder S.A., Classics in Total Synthesis II, (2003)
[4]  
Walji A.M., MacMillan D.W.C., Strategies to bypass the Taxol problem Enantioselective cascade catalysis, a new approach for the efficient construction of molecular complexity, Synlett, pp. 1477-1489, (2007)
[5]  
Staunton J., Weissman K.J., Polyketide biosynthesis: A millennium review, Nature Prod. Rep., 18, pp. 380-416, (2001)
[6]  
Townsend C.A., Structural studies of natural product biosynthetic proteins, Chem. Biol., 4, pp. 721-730, (1997)
[7]  
Floss H.G., Yu T.-W., Rifamycin-mode of action, resistance, and biosynthesis, Chem. Rev., 105, pp. 621-632, (2005)
[8]  
Davies H.M.L., Sorensen E.J., Rapid complexity generation in natural product total synthesis, Chem. Soc. Rev., 38, pp. 2981-2982, (2009)
[9]  
Nicolaou K.C., Chen J.S., The art of total synthesis through cascade reactions, Chem. Soc. Rev., 38, pp. 2993-3009, (2009)
[10]  
Nicolaou K.C., Edmonds D.J., Bulger P.G., Cascade reactions in total synthesis, Angew. Chem. Int. Ed., 45, pp. 7134-7186, (2006)
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