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Effects of Extended Aryl‐Substituted Bisoxazoline Ligands in Asymmetric Synthesis – Efficient Synthesis and Application of 4,4′‐Bis(1‐Naphthyl)‐, 4,4′‐Bis(2‐Naphthyl)‐ and 4,4′‐Bis(9‐Anthryl)‐2,2′‐isopropylidenebis(1,3‐oxazolines)
Author(s) -
van Lingen Hester L.,
van Delft Floris L.,
Storcken Roy P. M.,
Hekking Koen F. W.,
Klaassen Anouk,
Smits Jan J. M.,
Ruskowska Patrycja,
Frelek Jadwiga,
Rutjes Floris P. J. T.
Publication year - 2005
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200500566
Subject(s) - chemistry , oxazoline , enantioselective synthesis , aryl , steric effects , aldol reaction , tsuji–trost reaction , catalysis , allylic rearrangement , alkylation , michael reaction , medicinal chemistry , stereochemistry , organic chemistry , alkyl
The steric influence of extended aryl substituents on 2,2′‐bis(1,3‐oxazoline) ligands was investigated in a series of asymmetric catalytic reactions such as Mukaiyama aldol and Michael reactions, hetero‐Diels–Alder processes, and allylic alkylation reactions. 4,4′‐(2‐Naphthyl)‐ and 4,4′‐(9‐anthryl)‐substituted isopropylidene‐bridged 2,2′‐bis(1,3‐oxazolines) were synthesized and their enantioselective and catalytic properties in combination with different metals evaluated. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)