An efficient route to chiral N-heterocycles bearing a C–F stereogenic center via asymmetric hydrogenation of fluorinated isoquinolines

2013 ◽  
Vol 49 (76) ◽  
pp. 8537 ◽  
Author(s):  
Ran-Ning Guo ◽  
Xian-Feng Cai ◽  
Lei Shi ◽  
Zhi-Shi Ye ◽  
Mu-Wang Chen ◽  
...  
Keyword(s):  
Asymmetric Hydrogenation ◽  
Efficient Route ◽  
Stereogenic Center

ChemInform Abstract: An Efficient Route to Chiral N-Heterocycles Bearing a C-F Stereogenic Center via Asymmetric Hydrogenation of Fluorinated Isoquinolines.

ChemInform ◽  
2014 ◽  
Vol 45 (4) ◽  
pp. no-no
Author(s):  
Ran-Ning Guo ◽  
Xian-Feng Cai ◽  
Lei Shi ◽  
Zhi-Shi Ye ◽  
Mu-Wang Chen ◽  
...  
Keyword(s):  
Asymmetric Hydrogenation ◽  
Efficient Route ◽  
Stereogenic Center

Palladium-Catalyzed Asymmetric Allylic Alkylation of Cyclic Dienol Carbonates: Efficient Route to Enantioenriched γ-Butenolides Bearing an All-Carbon α-Quaternary Stereogenic Center

2012 ◽  
Vol 125 (4) ◽  
pp. 1295-1299 ◽  
Author(s):  
Jeremy Fournier ◽  
Oscar Lozano ◽  
Candice Menozzi ◽  
Stellios Arseniyadis ◽  
Janine Cossy
Keyword(s):  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation ◽  
Palladium Catalyzed ◽  
Efficient Route ◽  
Stereogenic Center

scholarly journals NeoPHOX – a structurally tunable ligand system for asymmetric catalysis

2016 ◽  
Vol 12 ◽  
pp. 1185-1195 ◽  
Author(s):  
Jaroslav Padevět ◽  
Marcus G Schrems ◽  
Robin Scheil ◽  
Andreas Pfaltz
Keyword(s):  
Asymmetric Catalysis ◽  
Asymmetric Hydrogenation ◽  
Tertiary Alcohol ◽  
Allylic Substitution ◽  
Ligand System ◽  
Methoxycarbonyl Group ◽  
Palladium Catalyzed ◽  
Stereogenic Center

A synthesis of new NeoPHOX ligands derived from serine or threonine has been developed. The central intermediate is a NeoPHOX derivative bearing a methoxycarbonyl group at the stereogenic center next to the oxazoline N atom. The addition of methylmagnesium chloride leads to a tertiary alcohol, which can be acylated or silylated to produce NeoPHOX ligands with different sterical demand. The new NeoPHOX ligands were tested in the iridium-catalyzed asymmetric hydrogenation and palladium-catalyzed allylic substitution. In both reactions high enantioselectivities were achieved, that were comparable to the enantioselectivities obtained with the up to now best NeoPHOX ligand derived from expensive tert-leucine.

ChemInform Abstract: Iridium-Difluorphos-Catalyzed Asymmetric Hydrogenation of 2-Alkyl- and 2-Aryl-Substituted Quinoxalines: A General and Efficient Route into Tetrahydroquinoxalines.

ChemInform ◽  
2010 ◽  
Vol 42 (3) ◽  
pp. no-no
Author(s):  
Damien Cartigny ◽  
Takuto Nagano ◽  
Tahar Ayad ◽  
Jean-Pierre Genet ◽  
Takashi Ohshima ◽  
...  
Keyword(s):  
Asymmetric Hydrogenation ◽  
Efficient Route

Palladium-Catalyzed Asymmetric Allylic Alkylation of Cyclic Dienol Carbonates: Efficient Route to Enantioenriched γ-Butenolides Bearing an All-Carbon α-Quaternary Stereogenic Center

2012 ◽  
Vol 52 (4) ◽  
pp. 1257-1261 ◽  
Author(s):  
Jeremy Fournier ◽  
Oscar Lozano ◽  
Candice Menozzi ◽  
Stellios Arseniyadis ◽  
Janine Cossy
Keyword(s):  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation ◽  
Palladium Catalyzed ◽  
Efficient Route ◽  
Stereogenic Center

scholarly journals Tandem Peterson olefination and chemoselective asymmetric hydrogenation of β-hydroxy silanes

2019 ◽  
Vol 10 (12) ◽  
pp. 3649-3653 ◽  
Author(s):  
Suppachai Krajangsri ◽  
Haibo Wu ◽  
Jianguo Liu ◽  
Wangchuk Rabten ◽  
Thishana Singh ◽  
...  
Keyword(s):  
Asymmetric Hydrogenation ◽  
Peterson Olefination ◽  
Efficient Route

Tandem Peterson olefination and asymmetric hydrogenation of β-hydroxy silanes provides an efficient route to access the chiral benzylic hydrocarbon. The chemoselectivity can be tuned by the addition of base.

ChemInform Abstract: Palladium-Catalyzed Asymmetric Allylic Alkylation of Cyclic Dienol Carbonates: Efficient Route to Enantioenriched γ-Butenolides Bearing an All-Carbon α-Quaternary Stereogenic Center.

ChemInform ◽  
2013 ◽  
Vol 44 (22) ◽  
pp. no-no
Author(s):  
Jeremy Fournier ◽  
Oscar Lozano ◽  
Candice Menozzi ◽  
Stellios Arseniyadis ◽  
Janine Cossy
Keyword(s):  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation ◽  
Palladium Catalyzed ◽  
Efficient Route ◽  
Stereogenic Center

Iridium‐Difluorphos‐Catalyzed Asymmetric Hydrogenation of 2‐Alkyl‐ and 2‐Aryl‐Substituted Quinoxalines: A General and Efficient Route into Tetrahydroquinoxalines

2010 ◽  
Vol 352 (11‐12) ◽  
pp. 1886-1891 ◽  
Author(s):  
Damien Cartigny ◽  
Takuto Nagano ◽  
Tahar Ayad ◽  
Jean‐Pierre Genêt ◽  
Takashi Ohshima ◽  
...  
Keyword(s):  
Asymmetric Hydrogenation ◽  
Efficient Route

scholarly journals Iridium‐Catalyzed Asymmetric Hydrogenation of N ‐Alkyl α‐Aryl Furan‐Containing Imines: an Efficient Route to Unnatural N ‐Alkyl Arylalanines and Related Derivatives.

2018 ◽  
Vol 361 (3) ◽  
pp. 578-584 ◽  
Author(s):  
Javier Mazuela ◽  
Thomas Antonsson ◽  
Laurent Knerr ◽  
Stephen P. Marsden ◽  
Rachel H. Munday ◽  
...  
Keyword(s):  
Asymmetric Hydrogenation ◽  
Efficient Route
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