Journal ArticleDOI
Hetero-diels-alder reaction of enaminecarbaldehydes an entry to branched aminosugars
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TLDR
N-acyl-enaminecarbaldehydes 6a - g with an electron accepting group in the α- position react in a hetero-Diels-Alder cycloaddition with enolethers to 4-amino- dihydropyrans, which represents a convenient entry to branched aminosugars of the garosamine-type.About:
This article is published in Tetrahedron Letters.The article was published on 1985-01-01. It has received 35 citations till now. The article focuses on the topics: Cycloaddition & Diels–Alder reaction.read more
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Book ChapterDOI
Hetero diels-alder reactions in organic chemistry
Lutz F. Tietze,Georg Kettschau +1 more
TL;DR: In this article, an overview is given for the period since 1989 describing the reaction of heterobutadienes and other dienophiles such as carbonyls, thiocarbonyls and iminium salts.
Journal ArticleDOI
Domino-reactions: The tandem-knoevenagel-hetero-diels-alder reaction and its application in natural product synthesis
Journal ArticleDOI
Inter- and Intramolecular Hetero Diels-Alder Reactions, Part XXVI. Diastereoselectivity and Kinetics of Intermolecular Hetero Diels-Alder Reactions under High Pressure. A Significant Pressure-Induced Increase in Stereoselectivity
TL;DR: In this article, the Hetero Diels-Alder reaction of enamino ketones 5a-d and ethyl vinyl ether (2) to give the dihydropyrans 6a−d and 7a−c was studied in dichloromethane and in heptane/isodurene under high pressure up to 7 kbar at temperatures between 0.5 and 130°C.
Journal ArticleDOI
Stereodivergent Hetero-Diels-Alder Reactions of Chiral 1-Oxa-1,3-butadienes through a Conformational Switch Induced by Lewis Acids
TL;DR: In this paper, the stereodivergent asymmetric hetero-Diels-Alder reaction of achiral and chiral 1-oxa-1,3-butadienes carrying an oxazolidine moiety with various enol ethers in the presence of different Lewis acids is described as a highly stereoselective and efficient approach to dihydropyrans, which can be used for the synthesis of carbohydrates.
References
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Journal ArticleDOI
Mechanistic Aspects of Diels‐Alder Reactions: A Critical Survey
Jürgen Sauer,Reiner Sustmann +1 more
TL;DR: In this paper, a line of distinction between the mechanistic alternatives for the Diels-Alder reaction was drawn, considering all experimental and theoretical criteria, for one-step and two-step reactions.
Journal ArticleDOI
Mechanistische Aspekte der Diels-Alder-Reaktion: Ein kritischer Rückblick
Jürgen Sauer,Reiner Sustmann +1 more
Journal ArticleDOI
Heterodiene syntheses with .alpha.,.beta.-unsaturated carbonyl compounds
G. Desimoni,G. Tacconi +1 more
Journal ArticleDOI
Lanthanide catalysis of cycloadditions of heterodienes with enol ethers
TL;DR: The cycloadditions of enol ethers with α,β-unsaturated aldehydes are catalyzed by Yb(fod) 3 as discussed by the authors, where Yb is the catalyzer.
Related Papers (5)
Heterodiene syntheses with .alpha.,.beta.-unsaturated carbonyl compounds
G. Desimoni,G. Tacconi +1 more