Direct Catalytic Asymmetric Mannich-Type Reaction of an α-CF3 Amide to Isatin Imines

An α-CF3 amide underwent direct asymmetric Mannich-type reaction to isatin imines in the presence of a chiral catalyst comprising a soft Lewis acid Cu(I), a chiral bisphosphine ligand, and Barton’s base. The Mannich adduct was converted in one step into a unique tricycle bearing a trifluoromethylated chiral center and an α-tertiary amine moiety.

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A Catalytic Asymmetric Strecker-Type Reaction Promoted by Lewis Acid-Lewis Base Bifunctional Catalyst.

Chemical and Pharmaceutical Bulletin ◽

10.1248/cpb.48.1586 ◽

2000 ◽

Vol 48 (10) ◽

pp. 1586-1592 ◽

Cited By ~ 34

Author(s):

Masahiro TAKAMURA ◽

Yoshitaka HAMASHIMA ◽

Hiroyuki USUDA ◽

Motomu KANAI ◽

Masakatsu SHIBASAKI

Keyword(s):

Lewis Acid ◽

Bifunctional Catalyst ◽

Lewis Base ◽

Type Reaction ◽

Catalytic Asymmetric

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ChemInform Abstract: Catalytic Asymmetric Aldol-Type Reaction Using a Chiral Tin(II) Lewis Acid.

ChemInform ◽

10.1002/chin.199325059 ◽

2010 ◽

Vol 24 (25) ◽

pp. no-no

Author(s):

S. KOBAYASHI ◽

H. UCHIRO ◽

I. SHIINA ◽

T. MUKAIYAMA

Keyword(s):

Lewis Acid ◽

Asymmetric Aldol ◽

Type Reaction ◽

Catalytic Asymmetric

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ChemInform Abstract: A Catalytic Asymmetric Strecker-Type Reaction Promoted by Lewis Acid-Lewis Base Bifunctional Catalyst.

ChemInform ◽

10.1002/chin.200111085 ◽

2001 ◽

Vol 32 (11) ◽

pp. no-no

Author(s):

Masahiro Takamura ◽

Yoshitaka Hamashima ◽

Hiroyuki Usuda ◽

Motomu Kanai ◽

Masakatsu Shibasaki

Keyword(s):

Lewis Acid ◽

Bifunctional Catalyst ◽

Lewis Base ◽

Type Reaction ◽

Catalytic Asymmetric

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Synthesis, Characterization and Thermal Properties of a Novel Chiral Ionic Liquid with Chiral Center in Anion

Advanced Materials Research ◽

10.4028/www.scientific.net/amr.233-235.184 ◽

2011 ◽

Vol 233-235 ◽

pp. 184-187

Author(s):

Jin Yang Yu ◽

Xiao Ling Hu ◽

Yi Mei Tang ◽

Liang Liang

Keyword(s):

Ionic Liquid ◽

Thermal Properties ◽

Asymmetric Synthesis ◽

Chiral Separation ◽

Chiral Center ◽

Chiral Catalyst ◽

One Step ◽

Ft Ir ◽

Chiral Ionic Liquid ◽

First Time

An imidazolium-based chiral ionic liquid with chiral center in anion was synthesized in one step from the materials of alkylation of N-methylimidzole and (S)-(-)-2-chloro-propionic acid for the first time. The structures and thermal properties of the objective product were confirmed by FT-IR,1HNMR and DSC, respectively. The results indicate that it may be used as a new chiral solvent for asymmetric synthesis, chiral catalyst and chiral separation.

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