Synthesis of the Pentacyclic Framework of the Alkaloid Tronocarpine

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F14%3A00427580" target="_blank" >RIV/61388963:_____/14:00427580 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1002/ejoc.201301388" target="_blank" >http://dx.doi.org/10.1002/ejoc.201301388</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/ejoc.201301388" target="_blank" >10.1002/ejoc.201301388</a>

Result language

angličtina

Original language name

Synthesis of the Pentacyclic Framework of the Alkaloid Tronocarpine

Original language 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.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

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Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2014

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

European Journal of Organic Chemistry

ISSN

1434-193X

e-ISSN

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Volume of the periodical

2014

Issue of the periodical within the volume

1

Country of publishing house

DE - GERMANY

Number of pages

5

Pages from-to

48-52

UT code for WoS article

000328631700006

EID of the result in the Scopus database

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