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

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)]


Published in:
Chemical Communications, 20, 2448-2449
Year:
2002
Keywords:
Note:
CAN 138:89949
31-4
Alkaloids
Institut de Chimie des Substances Naturelles,Gif-sur-Yvette,Fr.
Journal
1359-7345
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)
Laboratories:




 Record created 2010-11-25, last modified 2018-03-17


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