Journal ArticleDOI
A versatile approach to 6-substituted-5-methoxy-δ-lactam framework and application to the formal synthesis of (±)-homopumiliotoxin 223G
TLDR
In this paper, various 6-substituted 5methoxy-δ-lactams were synthesized from α-sulfonyl acetamide in 4 steps in good yield.About:
This article is published in Tetrahedron.The article was published on 2004-11-01. It has received 37 citations till now. The article focuses on the topics: Lactam & Annulation.read more
Citations
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Journal ArticleDOI
[3 + 3] Cycloadditions and related strategies in alkaloid natural product synthesis.
TL;DR: A strategically unusual approach to piperidines via formal [3 + 3] cycloaddition reactions is described, and their employment in the synthesis of alkaloid natural products is delineated.
Journal ArticleDOI
Asymmetric Vinylogous Mannich Reactions: A Versatile Approach to Functionalized Heterocycles
TL;DR: VMR of 2-(tert-butyldimethylsilyloxy)furan with (R(S))- or (S(S)-t-BS-imines furnished 5-aminoalkylbutenolides 7a-k in 75-87% yields with anti/syn ratios ranging from 75:25 to 97:3.
Book ChapterDOI
Simple indolizidine and quinolizidine alkaloids.
TL;DR: The present survey covers the literature from mid-1999 to the end of 2013; and in addition to aspects of the isolation, characterization, and biological activity of the alkaloids, much emphasis is placed on their total synthesis.
Journal ArticleDOI
A versatile approach to pyrrolidine azasugars and homoazasugars based on a highly diastereoselective reductive benzyloxymethylation of protected tartarimide
TL;DR: In this paper, a highly diastereoselective synthesis of enantio-enriched all trans-3,4-dibenzyloxyl-5-benzyloxymethyl-2-pyrrolidinone 13a was developed based on SmI 2 -mediated benzyloxideymethylation of O, O ′-Dibenzyltartarimide.
Journal ArticleDOI
Nucleophilic addition of potassium organotrifluoroborates to chiral cyclic N-acyliminium ions: stereoselective synthesis of functionalized N-heterocycles
Adriano S. Vieira,Fernando P. Ferreira,Pedro F. Fiorante,Rafael C. Guadagnin,Hélio A. Stefani,Hélio A. Stefani +5 more
TL;DR: The stereoselective nucleophilic addition of potassium aryl- and alkynyltrifluoroborates to cyclic N-acyliminium ion derivatives from N-benzyl-3,4,5-triacetoxy-2- pyrrolidinone, affording the respective 5-substituted 2-pyrrolidsinone is described.
References
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Journal ArticleDOI
Cyclizations of N-acyliminium ions.
Journal ArticleDOI
New developments in the chemistry of N-acyliminium ions and related intermediates.
W. Nico Speckamp,M. J. Moolenaar +1 more
Journal ArticleDOI
Sulfidkontraktion via alkylative Kupplung: Eine methode zur darstellung von β‐dicarbonylderivaten. Über synthetische methoden, 1. Mitteilung
TL;DR: In this article, it was shown that sulfide contraction via alkylative coupling (see scheme p. 729) is a potentially general method for the synthesis of secondary vinylogous amides and enolizable β-dicarbonyl compounds.
Journal ArticleDOI
Glycosidase inhibition by plant alkaloids which are structural analogues of monosaccharides
Stephen V. Evans,Linda E. Fellows,T. K. M. Shing,T. K. M. Shing,George W. J. Fleet,George W. J. Fleet +5 more
TL;DR: In this article, the inhibitory properties of three plant alkaloids, deoxynojirimycin, 2,5-dihydroxymethyl-3,4-dhydroxypyrrolidine and 1,5 dideoxy-1,5 -imino-D -mannitol towards glycosidases from several sources have been compared.
Journal ArticleDOI
Synthesis of D- and L-deoxymannojirimycin via an asymmetric aminohydroxylation of vinylfuran.
TL;DR: The Sharpless catalytic asymmetric aminohydroxylation has been applied to 2-vinylfuran, producing beta-hydroxyfurfurylamine 5a with enantioexcess of > 86% and 21% yield from furfural.