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  4. Rapid access to tetracyclic ring system of lennoxamine type natural product by combined use of a novel three-component reaction and Pummerer cyclization
 
research article

Rapid access to tetracyclic ring system of lennoxamine type natural product by combined use of a novel three-component reaction and Pummerer cyclization

Gamez Montano, Rocio
•
Zhu, Jieping  
2002
Chemical Communications (ChemComm)

From readily available allylamine, aldehyde and isocyanoacetamide, a three-component reaction followed by a Pummerer cyclization provided tetracyclic ring systems [6-7-5-6 (I)and 6-6-5-6 (II)] in excellent overall yields. [on SciFinder (R)]

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Type
research article
DOI
10.1039/B207179G
Author(s)
Gamez Montano, Rocio
Zhu, Jieping  
Date Issued

2002

Publisher

Royal Society of Chemistry

Published in
Chemical Communications (ChemComm)
Issue

20

Start page

2448

End page

2449

Subjects

Cyclization (Pummerer; rapid access to tetracyclic ring system of lennoxamine type alkaloid by combined use of a novel three-component reaction and a Pummerer cyclization); Alkaloids Role: SPN (Synthetic preparation)

•

PREP (Preparation) (isoindolobenzazepine and isoindoloisoquinoline ring systems; rapid access to tetracyclic ring system of lennoxamine type alkaloid by combined use of a novel three-component reaction and a Pummerer cyclization); Stereoselective synthesis (rapid access to tetracyclic ring system of lennoxamine type alkaloid by combined use of a novel three-component reaction and a Pummerer cyclization); Cyclization (three-component; rapid access to tetracyclic ring system of lennoxamine type alkaloid by combined use of a novel three-component reaction and a Pummerer cyclization)

•

lennoxamine type alkaloid tetracyclic ring system prepn; three component reaction lennoxamine type alkaloid synthesis; Pummerer cyclization reaction lennoxamine type alkaloid synthesis; allylamine phenethyl deriv cyclization phenylthioacetaldehyde isocyanoacetamide; aldehyde phenylthio deriv cyclization phenethylallylamine isocyanoacetamide; isocyanoacetamide morpholine amide cyclization phenethylallylamine phenylthioacetaldehyde; phenethylallylamine deriv cyclization phenylthioacetaldehyde isocyanoacetamide

Note

CAN 138:89949

31-4

Alkaloids

Institut de Chimie des Substances Naturelles,Gif-sur-Yvette,Fr.

Journal

written in English.

95530-38-4P (Lennoxamine) Role: PNU (Preparation, unclassified), PREP (Preparation) (rapid access to tetracyclic ring system of lennoxamine type alkaloid by combined use of a novel three-component reaction and a Pummerer cyclization); 483279-66-9P; 483279-67-0P; 483279-72-7P; 483279-73-8P Role: PUR (Purification or recovery), SPN (Synthetic preparation), PREP (Preparation) (rapid access to tetracyclic ring system of lennoxamine type alkaloid by combined use of a novel three-component reaction and a Pummerer cyclization); 66303-55-7 ((Phenylthio)acetaldehyde); 85059-48-9; 479666-47-2; 483279-71-6 (Ethyl 4-[(3,4-dimethoxybenzyl)amino]-2-butenoate) Role: RCT (Reactant), RACT (Reactant or reagent) (rapid access to tetracyclic ring system of lennoxamine type alkaloid by combined use of a novel three-component reaction and a Pummerer cyclization); 483279-68-1P; 483279-69-2P; 483279-70-5P; 483343-67-5P; 483343-69-7P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (rapid access to tetracyclic ring system of lennoxamine type alkaloid by combined use of a novel three-component reaction and a Pummerer cyclization)

Editorial or Peer reviewed

REVIEWED

Written at

OTHER

EPFL units
LSPN  
Available on Infoscience
November 25, 2010
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/58503
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