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Journal ArticleDOI

A formal total synthesis of (±)-anatoxin-a by an intramolecular Pd-catalyzed aminocarbonylation reaction

Chang-Young Oh, +2 more
- 09 Apr 1998 - 
- Vol. 39, Iss: 15, pp 2133-2136
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TLDR
In this paper, a nonane skeleton 3a was prepared by intramolecular aminocarbonylation of 2a catalyzed by palladium, which was then transformed into 8 which had previously been transformed into anatoxin-a.
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This article is published in Tetrahedron Letters.The article was published on 1998-04-09. It has received 40 citations till now. The article focuses on the topics: Total synthesis & Intramolecular force.

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Metathesis Reactions in Total Synthesis

TL;DR: Examples of total syntheses in which metathesis reactions of olefins, enynes, and alkynes played a crucial role and which imparted to these endeavors certain elements of novelty, elegance, and efficiency are highlighted.
Journal ArticleDOI

Metathesereaktionen in der Totalsynthese

TL;DR: In this paper, Glanzlichter aus einer Reihe ausgewahlter Totalsynthesen, in denen diese eleganten and effizienten Reaktionen entscheidend zum Erfolg beigetragen haben.
References
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Journal ArticleDOI

N-methoxy-n-methylamides as effective acylating agents

TL;DR: Readily preparable N-methoxy-N-methylamides couple in good yields with Grignard and organolithium reagents to produce ketones, and are reduced with hydrides to afford aldehydes.
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Urea as the most reactive and versatile nitrogen nucleophile for the palladium(2+)-catalyzed cyclization of unsaturated amines

TL;DR: In this paper, the substituees en position 1 par un alcenyl: allyl, butene-3yl, pentene-4yl and hexene-5yl, subissent une aminocarbonylation pour donner les imidazolidones-2, pyrimidones -2, diaza-1,3 bicyclo [4.3.0] nonadiones-2.4.
Journal ArticleDOI

Palladium(2+)-catalyzed intramolecular aminocarbonylation of 3-hydroxy-4-pentenylamines and 4-hydroxy-5-hexenylamines

TL;DR: Aminocarbonylation avec CO en presence de PdCl 2 : obtention principalement des lactones d'acides hydroxy-3 pyrrolidine-and -piperidineacetiques-2(perhydro furo [3,2-b] pyrroles and pyridines). Effet du groupe protecteur de l'amine, des solvants et des electrophiles sur la diastereoselectivite de la cyclisation
Journal Article

Anatoxin-a: a novel, potent agonist at the nicotinic receptor.

TL;DR: Evidence is concluded that anatoxin-a does not block the open ion channel and does not produce a voltage-dependent blockade of the closed ion channel, and the activity of this unusual agonist may be related to the coulombic and hydrogen bond free energies of binding to the receptor.
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