Application of iminophosphorane-based methodologies for the synthesis of natural products

被引:190
作者
Fresneda, PM [1 ]
Molina, P [1 ]
机构
[1] Univ Murcia, Dept Quim Organ, Fac Quim, E-30071 Murcia, Spain
关键词
iminophosphoranes; heterocumulenes; aza-Wittig reaction; tandem process; alkaloids;
D O I
10.1055/s-2003-43338
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Four methodologies based on the aza-Wittig reaction have been used for the preparation of the wide variety of nitrogen-containing natural products. The synthesis of quinoline, beta-carboline, pyrimidine, oxazole and imidazole alkaloids, by using these methodologies are presented.
引用
收藏
页码:1 / 17
页数:17
相关论文
共 59 条
[1]  
[Anonymous], RUSS CHEM REV
[2]  
BARLUENGA J, 1991, ORG PREP PROCED INT, P1
[3]   UMSETZUNGEN VON VINYLOGEN CARBONSAUREAMIDEN ZU HETEROCYCLEN [J].
BREDERECK, H ;
EFFENBERGER, F ;
BOTSCH, H ;
REHN, H .
CHEMISCHE BERICHTE-RECUEIL, 1965, 98 (04) :1081-+
[4]   SYNTHESES OF THE PRINCIPAL BREAD FLAVOR COMPONENT, 6-ACETYL-1,2,3,4-TETRAHYDROPYRIDINE, AND ACETAL PROTECTED PRECURSORS [J].
DEKIMPE, N ;
STEVENS, C .
TETRAHEDRON, 1995, 51 (08) :2387-2402
[5]   SYNTHESIS OF ANTIFUNGAL ANTIBIOTIC A25822 FACTOR-A [J].
DOLLE, RE ;
KRUSE, LI .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (02) :133-135
[6]   SYNTHESIS OF NOVEL CARBOPOLYCYCLES AND HETEROPOLYCYCLES .20. SHORT-STEP SYNTHESIS OF RUTECARPINE AND TRYPTANTHRIN VIA INTRAMOLECULAR AZA-WITTIG REACTION [J].
EGUCHI, S ;
TAKEUCHI, H ;
MATSUSHITA, Y .
HETEROCYCLES, 1992, 33 (01) :153-156
[7]  
Eguchi S, 1997, RRD ORG CHEM, V1, P337
[8]   Synthesis of novel carbopolycycles and heterocycles. 41. Synthesis of optically active vasicinone based on intramolecular aza-Wittig reaction and asymmetric oxidation [J].
Eguchi, S ;
Suzuki, T ;
Okawa, T ;
Matsushita, Y ;
Yashima, E ;
Okamoto, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (21) :7316-7319
[9]   FACILE SYNTHESIS OF 1,4-BENZODIAZEPIN-5-ONE DERIVATIVES VIA INTRAMOLECULAR AZA-WITTIG REACTION - APPLICATION TO AN EFFICIENT SYNTHESIS OF O-BENZYL DC-81 [J].
EGUCHI, S ;
YAMASHITA, K ;
MATSUSHITA, Y ;
KAKEHI, A .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (13) :4006-4012
[10]   THE AZA-WITTIG REACTION IN HETEROCYCLIC SYNTHESIS - A REVIEW [J].
EGUCHI, S ;
MATSUSHITA, Y ;
YAMASHITA, K .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1992, 24 (02) :209-&