Asymmetric synthesis of polyfunctionalized pyrrolidines and related alkaloids

被引:143
作者
Pyne, SG [1 ]
Davis, AS [1 ]
Gates, NJ [1 ]
Hartley, JP [1 ]
Lindsay, KB [1 ]
Machan, T [1 ]
Tang, MY [1 ]
机构
[1] Univ Wollongong, Dept Chem, Wollongong, NSW 2522, Australia
关键词
vinyl epoxides; aminolysis; oxazolidinones; ring-closing metathesis; pyrrolidines; indolizidine; pyrrolizidine and pyrrolo[1,2-a]azepines; Petasis reaction;
D O I
10.1055/s-2004-834801
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This account describes our recent studies on the development of a general method of preparing polyfunctionalized pyrrolidine, indolizidine, pyrrolizidine and pyrrolo[1,2-a]azepines and their related alkaloids.
引用
收藏
页码:2670 / 2680
页数:11
相关论文
共 46 条
[1]   Ruthenium carbene complexes with imidazolin-2-ylidene ligands allow the formation of tetrasubstituted cycloalkenes by RCM [J].
Ackermann, L ;
Fürstner, A ;
Weskamp, T ;
Kohl, FJ ;
Herrmann, WA .
TETRAHEDRON LETTERS, 1999, 40 (26) :4787-4790
[2]   A recyclable 'boomerang' polymer-supported ruthenium catalyst for olefin metathesis [J].
Ahmed, M ;
Barrett, AGM ;
Braddock, DC ;
Cramp, SM ;
Procopiou, PA .
TETRAHEDRON LETTERS, 1999, 40 (49) :8657-8662
[3]   NEW AZIRIDINE SYNTHESIS [J].
APPEL, R ;
KLEINSTU.R .
CHEMISCHE BERICHTE-RECUEIL, 1974, 107 (01) :5-12
[4]  
ARISAWA M, 2001, FOOD STYLE, V21, P69
[5]   Ring closing metathesis of phenyl-substituted dienes [J].
Bujard, M ;
Briot, A ;
Gouverneur, V ;
Mioskowski, C .
TETRAHEDRON LETTERS, 1999, 40 (50) :8785-8788
[6]   A new approach to (-)-swainsonine by ruthenium-catalyzed ring rearrangement [J].
Buschmann, N ;
Rückert, A ;
Blechert, S .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (12) :4325-4329
[7]  
Cerezo S, 1998, TETRAHEDRON, V54, P14869, DOI 10.1016/S0040-4020(98)00930-2
[8]   Total synthesis of (-)- and (+)-lentiginosine [J].
Chandra, KL ;
Chandrasekhar, M ;
Singh, VK .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (13) :4630-4633
[9]   Use of lithium (alpha-methylbenzyl)allylamide for a formal asymmetric synthesis of thienamycin [J].
Davies, SG ;
Fenwick, DR .
CHEMICAL COMMUNICATIONS, 1997, (06) :565-566
[10]   Synthesis of putative uniflorine A [J].
Davis, AS ;
Pyne, SG ;
Skelton, BW ;
White, AH .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (09) :3139-3143