Organocatalytic synthesis of drugs and bioactive natural products

被引:365
作者
de Figueiredo, Renata Marcia [1 ]
Christmann, Mathias [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
关键词
total synthesis; natural products; organocatalysis; medicinal chemistry; asymmetric synthesis;
D O I
10.1002/ejoc.200700032
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Catalytic reactions are a key element in the design of sustainable chemical processes. As witnessed in the field of transition metal-catalysed processes, only those reactions that are reliable over a broad substrate range and tolerant toward a multitude of functional groups have found their way into the repertoire of preparative chemists. Natural product synthesis provides a good benchmark for the maturity of a new synthetic method and in this microreview we discuss the scope and limitations of organocatalytic reactions in the synthesis of biologically important molecules. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).
引用
收藏
页码:2575 / 2600
页数:26
相关论文
共 237 条
[81]   Asymmetric catalysis with "planar-chiral" derivatives of 4-(dimethylamino)pyridine [J].
Fu, GC .
ACCOUNTS OF CHEMICAL RESEARCH, 2004, 37 (08) :542-547
[82]   A short and efficient synthesis of (±)-trans-sabinene hydrate [J].
Galopin, CC .
TETRAHEDRON LETTERS, 2001, 42 (33) :5589-5591
[83]   Enantioselective organocatalysis [J].
Gaunt, Matthew J. ;
Johansson, Carin C. C. ;
McNally, Andy ;
Vo, Ngoc T. .
DRUG DISCOVERY TODAY, 2007, 12 (1-2) :8-27
[84]   Catalytic enantioselective Strecker reactions and analogous syntheses [J].
Gröger, H .
CHEMICAL REVIEWS, 2003, 103 (08) :2795-2827
[85]   A direct entry to carbasugars:: Asymmetric synthesis of 1-epi-(+)-MK7607 [J].
Grondal, Christoph ;
Enders, Dieter .
SYNLETT, 2006, (20) :3507-3509
[86]   Enantioselective α-heterofunctionalisation of carbonyl compounds:: organocatalysis is the simplest approach [J].
Guillena, Gabriela ;
Ramon, Diego J. .
TETRAHEDRON-ASYMMETRY, 2006, 17 (10) :1465-1492
[87]  
Hajos Z. G., 1971, [No title captured], Patent No. 2102623
[88]   ASYMMETRIC SYNTHESIS OF BICYCLIC INTERMEDIATES OF NATURAL PRODUCT CHEMISTRY [J].
HAJOS, ZG ;
PARRISH, DR .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (12) :1615-1621
[89]   Synthesis of the ABC fragment of the pectenotoxins [J].
Halim, R ;
Brimble, MA ;
Merten, J .
ORGANIC LETTERS, 2005, 7 (13) :2659-2662
[90]   Organocatalytic asymmetric Michael reaction of cyclic 1,3-dicarbonyl compounds and α,β-unsaturated ketones -: A highly atom-economic catalytic one-step formation of optically active warfarin anticoagulant [J].
Halland, N ;
Hansen, T ;
Jorgensen, KA .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (40) :4955-4957