From central to planar chirality, the first example of atropenantioselective cycloetherification
2003
Abstract
Using chiral quaternary ammonium hydroxide as base, cycloetherification of a linear achiral diarylheptanoid compd., by way of an intramol. SNAr reaction, provides corresponding enantiomerically enriched cyclophane in good to excellent yield. [on SciFinder (R)]
Details
Title
From central to planar chirality, the first example of atropenantioselective cycloetherification
Author(s)
Islas-Gonzalez, Gabriela ; Bois-Choussy, Michele ; Zhu, Jieping
Published in
Organic & Biomolecular Chemistry
Volume
1
Issue
1
Pages
30-32
Date
2003
ISSN
1477-0520
Keywords
Atropisomers (prepn. of enantiomeric cyclophane derivs. via atropenantioselective cycloetherification of linear achiral diarylheptanoid compd. in presence of various chiral quaternary ammonium compd. bases); Etherification; Etherification catalysts (stereoselective; prepn. of enantiomeric cyclophane derivs. via atropenantioselective cycloetherification of linear achiral diarylheptanoid compd. in presence of various chiral quaternary ammonium compd. bases); enantiomeric cyclophane deriv prepn atropenantioselective cycloetherification achiral diarylheptanoid
Note
CAN 139:69138
27-21
Heterocyclic Compounds (One Hetero Atom)
Institut de Chimie des Substances Naturelles,CNRS,Gif-sur-Yvette,Fr.
Journal
written in English.
550349-81-0P; 550349-82-1P; 550349-83-2P Role: SPN (Synthetic preparation), PREP (Preparation) (atrop-isomer; prepn. of enantiomeric cyclophane derivs. via atropenantioselective cycloetherification of linear achiral diarylheptanoid compd. in presence of various chiral quaternary ammonium compd. bases); 549507-99-5; 550349-80-9 Role: CAT (Catalyst use), USES (Uses) (prepn. of enantiomeric cyclophane derivs. via atropenantioselective cycloetherification of linear achiral diarylheptanoid compd. in presence of various chiral quaternary ammonium compd. bases); 148595-92-0 Role: CAT (Catalyst use), RCT (Reactant), USES (Uses), RACT (Reactant or reagent) (prepn. of enantiomeric cyclophane derivs. via atropenantioselective cycloetherification of linear achiral diarylheptanoid compd. in presence of various chiral quaternary ammonium compd. bases); 148595-91-9P Role: CAT (Catalyst use), SPN (Synthetic preparation), PREP (Preparation), USES (Uses) (prepn. of enantiomeric cyclophane derivs. via atropenantioselective cycloetherification of linear achiral diarylheptanoid compd. in presence of various chiral quaternary ammonium compd. bases); 118-10-5 (Cinchonine); 269733-58-6; 549507-98-4 Role: RCT (Reactant), RACT (Reactant or reagent) (prepn. of enantiomeric cyclophane derivs. via atropenantioselective cycloetherification of linear achiral diarylheptanoid compd. in presence of various chiral quaternary ammonium compd. bases); 269733-59-7P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of enantiomeric cyclophane derivs. via atropenantioselective cycloetherification of linear achiral diarylheptanoid compd. in presence of various chiral quaternary ammonium compd. bases)
27-21
Heterocyclic Compounds (One Hetero Atom)
Institut de Chimie des Substances Naturelles,CNRS,Gif-sur-Yvette,Fr.
Journal
written in English.
550349-81-0P; 550349-82-1P; 550349-83-2P Role: SPN (Synthetic preparation), PREP (Preparation) (atrop-isomer; prepn. of enantiomeric cyclophane derivs. via atropenantioselective cycloetherification of linear achiral diarylheptanoid compd. in presence of various chiral quaternary ammonium compd. bases); 549507-99-5; 550349-80-9 Role: CAT (Catalyst use), USES (Uses) (prepn. of enantiomeric cyclophane derivs. via atropenantioselective cycloetherification of linear achiral diarylheptanoid compd. in presence of various chiral quaternary ammonium compd. bases); 148595-92-0 Role: CAT (Catalyst use), RCT (Reactant), USES (Uses), RACT (Reactant or reagent) (prepn. of enantiomeric cyclophane derivs. via atropenantioselective cycloetherification of linear achiral diarylheptanoid compd. in presence of various chiral quaternary ammonium compd. bases); 148595-91-9P Role: CAT (Catalyst use), SPN (Synthetic preparation), PREP (Preparation), USES (Uses) (prepn. of enantiomeric cyclophane derivs. via atropenantioselective cycloetherification of linear achiral diarylheptanoid compd. in presence of various chiral quaternary ammonium compd. bases); 118-10-5 (Cinchonine); 269733-58-6; 549507-98-4 Role: RCT (Reactant), RACT (Reactant or reagent) (prepn. of enantiomeric cyclophane derivs. via atropenantioselective cycloetherification of linear achiral diarylheptanoid compd. in presence of various chiral quaternary ammonium compd. bases); 269733-59-7P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of enantiomeric cyclophane derivs. via atropenantioselective cycloetherification of linear achiral diarylheptanoid compd. in presence of various chiral quaternary ammonium compd. bases)
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