About: Synthesis of the Pentacyclic Framework of the Alkaloid Tronocarpine

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About: Synthesis of the Pentacyclic Framework of the Alkaloid Tronocarpine Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	A short and efficient synthesis of the pentacyclic core of the indole alkaloid tronocarpine is described. The synthetic pathway involves several easily accomplished steps, including a radical oxidative aromatic substitution reaction on the N-tert-butoxycarbonyl-protected tryptamine and a xanthate, a 1,4-1,2-nucleophilic addition between a 2,3-disubstituted indole and an ,-unsaturated aldehyde, and a Ti-mediated Dieckmann condensation. This report represents a significant advance in the quest for the first total synthesis of tronocarpine. A short and efficient synthesis of the pentacyclic core of the indole alkaloid tronocarpine is described. The synthetic pathway involves several easily accomplished steps, including a radical oxidative aromatic substitution reaction on the N-tert-butoxycarbonyl-protected tryptamine and a xanthate, a 1,4-1,2-nucleophilic addition between a 2,3-disubstituted indole and an ,-unsaturated aldehyde, and a Ti-mediated Dieckmann condensation. This report represents a significant advance in the quest for the first total synthesis of tronocarpine. (en)
Title	Synthesis of the Pentacyclic Framework of the Alkaloid Tronocarpine Synthesis of the Pentacyclic Framework of the Alkaloid Tronocarpine (en)
skos:prefLabel	Synthesis of the Pentacyclic Framework of the Alkaloid Tronocarpine Synthesis of the Pentacyclic Framework of the Alkaloid Tronocarpine (en)
skos:notation	RIV/61388963:_____/14:00427580!RIV15-AV0-61388963
http://linked.open...avai/riv/aktivita	I
http://linked.open...avai/riv/aktivity	I
http://linked.open...iv/cisloPeriodika	1
http://linked.open...vai/riv/dodaniDat	2015
http://linked.open...aciTvurceVysledku	Reyes Gutierrez, Paul Eduardo
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Ústav organické chemie a biochemie AV ČR, v. v. i.
http://linked.open...dnocenehoVysledku	49054
http://linked.open...ai/riv/idVysledku	RIV/61388963:_____/14:00427580
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	natural products; alkaloids; radicals; nucleophilic addition; cyclization (en)
http://linked.open.../riv/klicoveSlovo	alkaloids cyclization nucleophilic addition natural products radicals
http://linked.open...odStatuVydavatele	DE - Spolková republika Německo
http://linked.open...ontrolniKodProRIV	[28F00FB39EEE]
http://linked.open...i/riv/nazevZdroje	European Journal of Organic Chemistry
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	3 (xsd:int)
http://linked.open...UplatneniVysledku	2014
http://linked.open...v/svazekPeriodika	2014
http://linked.open...iv/tvurceVysledku	Reyes Gutierrez, Paul Eduardo Martínez, R. Torres-Ochoa, R. O.
http://linked.open...ain/vavai/riv/wos	000328631700006
issn	1434-193X
number of pages	5 (xsd:int)
http://bibframe.org/vocab/doi	10.1002/ejoc.201301388

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