From central to planar chirality, the first example of atropenantioselective cycloetherification
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)]
2003
1
1
30
32
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)
REVIEWED
OTHER