52750-06-8Relevant articles and documents
Asymmetric hydrogenation of alkenes with planar chiral 2-phosphino-1- aminoferrocene-iridium(I) complexes
Metallinos, Costa,Van Belle, Lori
scheme or table, p. 141 - 149 (2011/02/17)
The first highly enantioenriched and enantiopure planar chiral 2-phosphino-1-aminoferrocene ligands and their Ir(COD)BArF complexes are reported. The ligands display bidentate coordination behavior towards iridium, as indicated by trends in 31P and 1H NMR spectra of the phosphine moieties and the α to nitrogen substituents of the amines. All of the new complexes showed good reactivity as catalysts in promoting asymmetric hydrogenation of several prochiral alkenes, with enantioselectivities up to 92%. Iridium complexes of dimethylaminoferrocene derivatives containing P-Ar groups [PPh2 and P(o-tol)2] gave the highest levels of asymmetric induction.
Chemoenzymatic synthesis of (+)-α-polypodatetraene and methyl (5R,10R,13R)-labda-8-en-15-oate
Kinoshita, Masako,Miyake, Takahiro,Arima, Yuusuke,Oguma, Minako,Akita, Hiroyuki
, p. 118 - 123 (2008/09/17)
The reported enzymatic resolution products {acetate of (1S,4aS,8aS)-1,2,3, 4,4a,5,6,7,8,8a-decahydro-5,5,8a-trimethyl-2-oxo-trans-naphthalene-1-methanol-2- ethylene acetal} (8aS)-5 (>99% ee)] and [(1R,4aR,8aR)-1,2,3,4,4a,5,6,7,8,8a- decahydro-5,5,8a-trimethyl-2-oxo-trans-naphthalene-1-methanol-2-ethylene acetal (8aR)-4 (98% ee) were converted to (+)-α-polypodatetraene (1) and methyl (5R,10R,13R)-labda-8-en-15-oate (2), respectively. For the synthesis of (5R,10R,13R)-2, chiral isoprene congener (3S)-26 corresponding to the right part of 2 was synthesized based on the lipase-assisted resolution of (±)-2-methyl-3- (p-methoxyphenyl)propanol (17).
Rhodium-catalyzed heck-type coupling of boronic acids with activated alkenes in an aqueous emulsion
Lautens, Mark,Mancuso, John,Grover, Harpreet
, p. 2006 - 2014 (2007/10/03)
Intermolecular couplings between arylboronic acids and activated alkenes catalyzed by a water-soluble tert-bulyl amphosrhodium complex were found to progress at room temperature and generated Heck-type products with high yields and excellent selectivity. Substitution on the alkene component encouraged the formation of products arising from a conjugate addition-protonation process. In the case of Heck product formation, it was necessary to add two equivalents of the alkene component whereby one equivalent is believed to act as a sacrificial hydride acceptor.