Rapid synthesis of cyclopeptide alkaloid-like para-cyclophanes by combined use of Ugi-4CR and intramolecular SNAr reaction
2006
Abstract
The title cyclophanes, such as I, were prepd. via a Ugi-4CR four component reaction and subsequent macrocyclization of the resulting amides using intramol. SNAr reactions. [on SciFinder (R)]
Details
Title
Rapid synthesis of cyclopeptide alkaloid-like para-cyclophanes by combined use of Ugi-4CR and intramolecular SNAr reaction
Author(s)
Cristau, Pierre ; Vors, Jean-Pierre ; Zhu, Jieping
Published in
QSAR & Combinatorial Science
Volume
25
Issue
5-6
Pages
519-526
Date
2006
ISSN
1611-020X
Keywords
Addition reaction (Ugi; synthesis of cyclopeptide alkaloid-like para-cyclophanes by combined use of Ugi-4CR and intramol. SNAr reaction); Substitution reaction (arom.; synthesis of cyclopeptide alkaloid-like para-cyclophanes by combined use of Ugi-4CR and intramol. SNAr reaction); Peptides Role: PNU (Preparation; unclassified); PREP (Preparation) (cyclic; alkaloidal; synthesis of cyclopeptide alkaloid-like para-cyclophanes by combined use of Ugi-4CR and intramol. SNAr reaction); Alkaloids Role: PNU (Preparation; unclassified); PREP (Preparation) (cyclopeptidyl; synthesis of cyclopeptide alkaloid-like para-cyclophanes by combined use of Ugi-4CR and intramol. SNAr reaction); cyclic peptide alkaloid paracyclophane synthesis Ugi reaction; intramol arom substitution cyclic peptide alkaloid paracyclophane synthesis
Note
CAN 145:357066
34-3
Amino Acids, Peptides, and Proteins
Institut de Chimie des Substances Naturelles,CNRS,Gif-sur-Yvette,Fr.
Journal
written in English.
19526-09-1P (Sanjoinine A); 38478-73-8P (Mauritine B); 107462-36-2P (Sanjoinine G1) Role: PNU (Preparation, unclassified), PREP (Preparation) (synthesis of cyclopeptide alkaloid-like para-cyclophanes by combined use of Ugi-4CR and intramol. SNAr reaction); 62-53-3 (Benzenamine); 64-04-0 (Benzeneethanamine); 78-84-2; 100-52-7 (Benzaldehyde); 104-01-8; 104-53-0 (Benzenepropanal); 108-91-8 (Cyclohexanamine); 109-73-9 (1-Butanamine); 111-71-7 (Heptanal); 3303-84-2; 6404-29-1; 27144-18-9; 80860-42-0; 389634-82-6; 389635-00-1; 910215-91-7 Role: RCT (Reactant), RACT (Reactant or reagent) (synthesis of cyclopeptide alkaloid-like para-cyclophanes by combined use of Ugi-4CR and intramol. SNAr reaction); 910215-92-8P; 910215-99-5P; 910216-00-1P; 910216-01-2P; 910216-02-3P; 910216-03-4P; 910216-04-5P; 910216-05-6P; 910216-06-7P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (synthesis of cyclopeptide alkaloid-like para-cyclophanes by combined use of Ugi-4CR and intramol. SNAr reaction); 910215-93-9P; 910215-94-0P; 910215-95-1P; 910215-96-2P; 910215-97-3P; 910215-98-4P; 910296-88-7P; 910296-89-8P; 910296-90-1P; 910296-91-2P; 910296-92-3P; 910296-96-7P Role: SPN (Synthetic preparation), PREP (Preparation) (synthesis of cyclopeptide alkaloid-like para-cyclophanes by combined use of Ugi-4CR and intramol. SNAr reaction)
34-3
Amino Acids, Peptides, and Proteins
Institut de Chimie des Substances Naturelles,CNRS,Gif-sur-Yvette,Fr.
Journal
written in English.
19526-09-1P (Sanjoinine A); 38478-73-8P (Mauritine B); 107462-36-2P (Sanjoinine G1) Role: PNU (Preparation, unclassified), PREP (Preparation) (synthesis of cyclopeptide alkaloid-like para-cyclophanes by combined use of Ugi-4CR and intramol. SNAr reaction); 62-53-3 (Benzenamine); 64-04-0 (Benzeneethanamine); 78-84-2; 100-52-7 (Benzaldehyde); 104-01-8; 104-53-0 (Benzenepropanal); 108-91-8 (Cyclohexanamine); 109-73-9 (1-Butanamine); 111-71-7 (Heptanal); 3303-84-2; 6404-29-1; 27144-18-9; 80860-42-0; 389634-82-6; 389635-00-1; 910215-91-7 Role: RCT (Reactant), RACT (Reactant or reagent) (synthesis of cyclopeptide alkaloid-like para-cyclophanes by combined use of Ugi-4CR and intramol. SNAr reaction); 910215-92-8P; 910215-99-5P; 910216-00-1P; 910216-01-2P; 910216-02-3P; 910216-03-4P; 910216-04-5P; 910216-05-6P; 910216-06-7P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (synthesis of cyclopeptide alkaloid-like para-cyclophanes by combined use of Ugi-4CR and intramol. SNAr reaction); 910215-93-9P; 910215-94-0P; 910215-95-1P; 910215-96-2P; 910215-97-3P; 910215-98-4P; 910296-88-7P; 910296-89-8P; 910296-90-1P; 910296-91-2P; 910296-92-3P; 910296-96-7P Role: SPN (Synthetic preparation), PREP (Preparation) (synthesis of cyclopeptide alkaloid-like para-cyclophanes by combined use of Ugi-4CR and intramol. SNAr reaction)
Laboratories
LSPN
Record Appears in
Scientific production and competences > SB - School of Basic Sciences > ISIC - Institute of Chemical Sciences and Engineering > LSPN - Laboratory of synthesis and natural products
Peer-reviewed publications
Work outside EPFL
Journal Articles
Published
Peer-reviewed publications
Work outside EPFL
Journal Articles
Published
Record creation date
2010-11-25