152754-11-5Relevant articles and documents
Iron-catalysed enantioconvergent Suzuki-Miyaura cross-coupling to afford enantioenriched 1,1-diarylalkanes
Tyrol, Chet C.,Yone, Nang S.,Gallin, Connor F.,Byers, Jeffery A.
supporting information, p. 14661 - 14664 (2020/12/02)
The first stereoconvergent Suzuki-Miyaura cross-coupling reaction was developed to afford enantioenriched 1,1-diarylalkanes. An iron-based complex containing a chiral cyanobis(oxazoline) ligand framework was best to obtain enantioenriched 1,1-diarylalkanes from cross-coupling reactions between unactivated aryl boronic esters and benzylic chlorides. Enhanced yields were obtained when 1,3,5-trimethoxybenzene was used as an additive, which is hypothesized to extend the lifetime of the iron-based catalyst. Exceptional enantioselectivities were obtained with challenging ortho-substituted benzylic chlorides. This journal is
Chiral Bis(oxazoline) Ligands as C2-Symmetric Chiral Auxiliaries for the Synthesis of Enantiomerically Pure Bis-Cyclometalated Rhodium(III) Complexes
Grell, Yvonne,Demirel, Nemrud,Harms, Klaus,Meggers, Eric
, p. 3852 - 3859 (2019/11/13)
The synthesis of enantiomerically pure bis-cyclometalated rhodium(III) complexes using chiral bis(oxazoline) ligands as C2-symmetric chiral auxiliaries is described. Bis(oxazolines) are versatile chiral ligands for asymmetric catalysis but have
Asymmetric copper complex and cyclopropanation reaction using the same
-
, (2008/06/13)
There are disclosed asymmetric copper complex comprising, as components, (a) an optically active bisoxazoline compound of formula (1): wherein R1 and R2 are different and each represent a hydrogen atom, an alkyl group, a cycloalkyl group, or a phenyl or aralkyl group which may be substituted, R3 and R4 each represent a hydrogen atom, an alkyl group, a cycloalkyl group, or a phenyl or aralkyl group which may be substituted, or R3 and R4 may be bonded to each other to form a C3-5 cyclic alkylene group, R5 represents a hydrogen atom or a C1-6 alkyl group, or the two R5 groups may be bonded to each other to represent a C3-5 cyclic alkylene group, (b) a monovalent or divalent copper compound, and (c) a strong acid or a Lewis acid or a mixture thereof, and a process for producing an optically active cyclopropanecarboxylate using the same.
Spectroscopic studies on complexes of magnesium (II) with C2-chiral bis-oxazolines
Singh
, p. 1713 - 1717 (2007/10/03)
The configurations of chloro, ethyl and bis-complexes of magnesium with C2-chiral bis-oxazolines such as 2,2′-methylenebis[(4S)-4-iso-propyl-2-oxazoline] (MBIO). 2,2′-methylenebis[(4S)-4-tert-butyl-2-oxazoline] (MBTO) and 2,2′-methylenebis[(4S)-4-phenyl-2-oxazoline] (MBPO) have been investigated on the basis of spectroscopic studies. The IR and NMR (1H, 13C) data suggested that the bis-oxazoline ligands coordinated magnesium (II) through both the nitrogen atoms. The molecular weight determination in nitrobenzene indicated the dimeric nature of chloro and ethylmagnesium complexes whereas bis-magnesium complexes were found to be monomeric.
C2-Symmetric 4,4',5,5'-Tetrahydrobi(oxazoles) and 4,4',5,5'-Tetrahydro-2,2'-methylenebis as Chiral Ligands for Enantioselective Catalysis
Mueller, Dieter,Umbricht, Gisela,Weber, Beat,Pfaltz, Andreas
, p. 232 - 240 (2007/10/02)
The synthesis of a series of enantiomerically pure, C2-symmetric 4,4',5,5'-tetrahydro-2,2'-methylene-bis and 4,4',5,5'-tetrahydro-2,2'-bi(oxazoles) is reported.Copper complexes with anionic tetrahydromethylenebis ligands are efficient c
Asymmetric catalytic cyclopropanation of olefins: Bis-oxazoline copper complexes
Lowenthal, Richard E.,Abiko, Atsushi,Masamune, Satoru
, p. 6005 - 6008 (2007/10/02)
Bis-oxazolines (1-7) prepared from diethyl malonate and chiral amino alcohols were converted into their Cu(II) complexes which, upon activation, exhibit high enantioselectivity of up to 99 %ee for catalytic cyclopropanation of olefins.
