Journal ArticleDOI
Total Synthesis of (±)-Lysergic Acid by an Intramolecular Imino-Diels-Alder Reaction. Preliminary communication
Reads0
Chats0
TLDR
In this paper, Lysergic acid was synthesized from 4-hydroxymethyl-1-tosylindole by a sequence of 9 steps and the crucial thermolysis involved the in situ generation of the transient diene III which undergoes an intramolecular cycloaddition to a C, N-double bond at 200° and at low stationary concentration of III.Abstract:
(±)-Lysergic acid (1) has been synthesized from 4-hydroxymethyl-1-tosylindole (2) by a sequence of 9 steps. The crucial thermolysis 9 10 involves the in situ-generation of the transient diene III which undergoes an intramolecular cycloaddition to a C, N-double bond at 200° and at low stationary concentration of III.read more
Citations
More filters
Journal ArticleDOI
The Diels--Alder reaction in total synthesis.
TL;DR: The Diels-Alder reaction has both enabled and shaped the art and science of total synthesis over the last few decades to an extent which has yet to be eclipsed by any other transformation in the current synthetic repertoire as mentioned in this paper.
Journal ArticleDOI
Synthetic aspects of diels-alder cycloadditions with heterodienophiles
Journal ArticleDOI
Die Diels‐Alder‐Reaktion in der Totalsynthese
TL;DR: In den letzten Jahrzehnten hat wohl keine andere Reaktion das Forschungsgebiet der Totalsynthese mehr gepragt als die Diels-Alder-Reaktion, oftmals als entscheidendes Element einer eleganten Kaskadenreaktion zur Herstellung komplexer Molekulstrukturen.
Journal ArticleDOI
Synthetic approaches to 3-(2-nitroalkyl) indoles and their use to access tryptamines and related bioactive compounds.
Journal ArticleDOI
Der Stand der Totalsynthese zu Beginn des 21. Jahrhunderts
TL;DR: In this article, the authors stellten die Frage, welchen Stand die Totalsynthese von Naturstoffen erreicht hat, und geschildert, wie viel wir in der Wissenschaft der Totalsynthesis schon erreich haben, aber also, dass dieses Forschungsgebiet den Kinderschuhen gerade erst entschlupft.
References
More filters
Journal ArticleDOI
Intramolecular [4+2] and [3+2] Cycloadditions in Organic Synthesis
Journal ArticleDOI
Intramolecular Cycloaddition Reactions of ortho-Quinodimethanes in Organic Synthesis
Journal ArticleDOI
New method for the conversion of nitro groups into carbonyls
John E. McMurry,Jack Melton +1 more
Journal ArticleDOI
The Total Synthesis of Lysergic Acid
Edmund C. Kornfeld,Eugene J Fornefeld,G. Bruce Kline,Marjorie J. Mann,Dwight E. Morrison,Reuben G. Jones,R. B. Woodward +6 more
TL;DR: Work on the inhibition by oligosaccharides of the precipitation of blood group substances with specific antibody suggests that the carbohydrate presents binding sites for the immunological reaction.