Die „magische”︁ Diarylhydroxymethylgruppe
- 1 March 1996
- journal article
- highlight
- Published by Wiley in Angewandte Chemie
- Vol. 108 (5) , 565-568
- https://doi.org/10.1002/ange.19961080508
Abstract
Zur Steigerung der Stereoselektivität vieler neuerer Methoden der asymmetrischen Synthese kann die Diarylhydroxymethylgruppe – meist in deprotonierter Form als Ligand in Metallkomplexen – wesentlich beitragen. Dabei werden offenbar die beiden geminalen Arylreste unter dem Einfluß eines permanenten stereogenen Zentrums X* im Übergangszustand der Reaktion konformativ fixiert (siehe z.B. die schematische Darstellung eines entsprechenden Metallkatalysators rechts). magnified imageKeywords
This publication has 36 references indexed in Scilit:
- Template‐induced control of stereochemistry for the synthesis of linear vinyl polymersMacromolecular Symposia, 1996
- Optical resolution of methyl phenyl and benzyl methyl sulfoxides and alkyl phenylsulfinates by complexation with chiral host compounds derived from tartaric acidJournal of the Chemical Society, Chemical Communications, 1995
- Enantioselective intramolecular [2 + 2] photocycloaddition reaction of N-allyl-3-oxo-1-cyclohexenecarboxamides in inclusion crystals with chiral host compoundsJournal of the Chemical Society, Chemical Communications, 1995
- (R)‐1,2,2‐Triphenyl‐2‐(trimethylsiloxy)ethyl Propionate: anti‐Selective and Diastereofacially Selective Aldol Addition; Diastereoselective Silylation and AlkylationEuropean Journal of Inorganic Chemistry, 1994
- Synthesis of optically active 3-(1-hydroxyalkyl)phthalides by stereoselective pinacol cross-couplingThe Journal of Organic Chemistry, 1992
- Some Routes to Chiral Sulfoxides with Very High Enantiomeric ExcessesSynlett, 1990
- Catalytic asymmetric induction. Highly enantioselective addition of dialkylzincs to aldehydes using chiral pyrrolidinylmethanols and their metal saltsJournal of the American Chemical Society, 1987
- Stereoselektive Aldolreaktionen mit α-unsubstituierten chiralen EnolatenAngewandte Chemie, 1987
- Stereoselective Aldol Reactions with α‐Unsubstituted Chiral EnolatesAngewandte Chemie International Edition in English, 1987
- A model for metal-templated catalytic asymmetric induction via .pi.-allyl fragmentsOrganometallics, 1985