Recoverable Dendritic Phase-Transfer Catalysts that Contain (+)-Cinchonine-Derived Ammonium Salts

Jordi Rull; José Juan Jara; Rosa M. Sebastián; Adelina Vallribera; Carmen Nájera; Jean-Pierre Majoral; Anne-Marie Caminade

doi:10.1002/cctc.201600283

Recoverable Dendritic Phase-Transfer Catalysts that Contain (+)-Cinchonine-Derived Ammonium Salts

ChemCatChem ◽

10.1002/cctc.201600283 ◽

2016 ◽

Vol 8 (12) ◽

pp. 2049-2056 ◽

Cited By ~ 7

Author(s):

Jordi Rull ◽

José Juan Jara ◽

Rosa M. Sebastián ◽

Adelina Vallribera ◽

Carmen Nájera ◽

...

Keyword(s):

Phase Transfer ◽

Ammonium Salts ◽

Phase Transfer Catalysts ◽

Dendritic Phase

New trimeric Cinchona alkaloid-based quaternary ammonium salts as efficient chiral phase transfer catalysts for enantioselective synthesis of α-amino acids

Journal of Molecular Catalysis A Chemical ◽

10.1016/j.molcata.2005.11.039 ◽

2006 ◽

Vol 248 (1-2) ◽

pp. 1-9 ◽

Cited By ~ 24

Author(s):

Ayyanar Siva ◽

Eagambaram Murugan

Keyword(s):

Amino Acids ◽

Quaternary Ammonium ◽

Phase Transfer ◽

Quaternary Ammonium Salts ◽

Enantioselective Synthesis ◽

Cinchona Alkaloid ◽

Ammonium Salts ◽

Chiral Phase ◽

Phase Transfer Catalysts ◽

Chiral Phase Transfer Catalysts

Kinetics and Mechanism of Quaternary Ammonium Salts as Phase-Transfer Catalysts in the Liquid−Liquid Phase for Oxidation of Thiophene

Energy & Fuels ◽

10.1021/ef070152g ◽

2007 ◽

Vol 21 (5) ◽

pp. 2543-2547 ◽

Cited By ~ 45

Author(s):

Dishun Zhao ◽

Hongwei Ren ◽

Jianlong Wang ◽

Yu Yang ◽

Ying Zhao

Keyword(s):

Liquid Phase ◽

Quaternary Ammonium ◽

Phase Transfer ◽

Quaternary Ammonium Salts ◽

Kinetics And Mechanism ◽

Ammonium Salts ◽

Phase Transfer Catalysts

Synthesis of new dimeric-PEG-supported cinchona ammonium salts as chiral phase transfer catalysts for the alkylation of Schiff bases with water as the solvent

Tetrahedron Asymmetry ◽

10.1016/j.tetasy.2006.12.024 ◽

2007 ◽

Vol 18 (1) ◽

pp. 108-114 ◽

Cited By ~ 39

Author(s):

Xin Wang ◽

Liang Yin ◽

Ting Yang ◽

Yongmei Wang

Keyword(s):

Schiff Bases ◽

Phase Transfer ◽

Ammonium Salts ◽

Chiral Phase ◽

Phase Transfer Catalysts ◽

Chiral Phase Transfer Catalysts

A novel N-acetophenone cinchona ammonium salts as chiral phase transfer catalysts for the alkylation of Schiff base in water

Journal of Molecular Catalysis A Chemical ◽

10.1016/j.molcata.2007.05.011 ◽

2007 ◽

Vol 276 (1-2) ◽

pp. 102-109 ◽

Cited By ~ 8

Author(s):

Xin Wang ◽

Jian Lv ◽

Lei Liu ◽

Yongmei Wang ◽

Yang Wu

Keyword(s):

Schiff Base ◽

Phase Transfer ◽

Ammonium Salts ◽

Chiral Phase ◽

Phase Transfer Catalysts ◽

Chiral Phase Transfer Catalysts

ChemInform Abstract: Applications of Phase-Transfer Catalysis. Part 62. Preparation of New Chiral Quaternary Ammonium Salts and Their Evaluation as Enantioselective Phase Transfer Catalysts.

ChemInform ◽

10.1002/chin.199516025 ◽

1995 ◽

Vol 26 (16) ◽

pp. no-no

Author(s):

E. V. DEHMLOW ◽

S. SCHRADER

Keyword(s):

Quaternary Ammonium ◽

Phase Transfer Catalysis ◽

Phase Transfer ◽

Quaternary Ammonium Salts ◽

Ammonium Salts ◽

Phase Transfer Catalysts

Polystyrene-AnchoredCinchona Ammonium Salts: Easily Recoverable Phase-Transfer Catalysts for the Asymmetric Synthesis ofα-Amino Acids

Advanced Synthesis & Catalysis ◽

10.1002/adsc.200404093 ◽

2004 ◽

Vol 346 (910) ◽

pp. 1186-1194 ◽

Cited By ~ 52

Author(s):

Rafael Chinchilla ◽

Patricia Mazón ◽

Carmen Nájera

Keyword(s):

Amino Acids ◽

Asymmetric Synthesis ◽

Phase Transfer ◽

Ammonium Salts ◽

Phase Transfer Catalysts

ChemInform Abstract: New Dimeric Anthracenyl-Derived Cinchona Quaternary Ammonium Salts as Phase-Transfer Catalysts for the Asymmetric Synthesis of α-Amino Acids.

ChemInform ◽

10.1002/chin.200243037 ◽

2010 ◽

Vol 33 (43) ◽

pp. no-no

Author(s):

Rafael Chinchilla ◽

Patricia Mazon ◽

Carmen Najera

Keyword(s):

Amino Acids ◽

Asymmetric Synthesis ◽

Quaternary Ammonium ◽

Phase Transfer ◽

Quaternary Ammonium Salts ◽

Ammonium Salts ◽

Phase Transfer Catalysts

Synthesis of chiral spirocyclo-quaternary ammonium salts from L-proline and their application as phase-transfer catalysts in asymmetric alkylation

Journal of Chinese Pharmaceutical Sciences ◽

10.5246/jcps.2011.01.003 ◽

2011 ◽

Vol 20 (1) ◽

Author(s):

Na Wang ◽

Run-Tao Li ◽

Qi Sun

Keyword(s):

Quaternary Ammonium ◽

Phase Transfer ◽

Quaternary Ammonium Salts ◽

Ammonium Salts ◽

Asymmetric Alkylation ◽

Phase Transfer Catalysts

Asymmetric phase-transfer catalysis of homo- and heterochiral quaternary ammonium salts: development and application of conformationally flexible chiral phase-transfer catalysts

Tetrahedron ◽

10.1016/j.tet.2006.08.052 ◽

2006 ◽

Vol 62 (49) ◽

pp. 11425-11436 ◽

Cited By ~ 26

Author(s):

Takashi Ooi ◽

Yukitaka Uematsu ◽

Minoru Kameda ◽

Keiji Maruoka

Keyword(s):

Quaternary Ammonium ◽

Phase Transfer Catalysis ◽

Phase Transfer ◽

Quaternary Ammonium Salts ◽

Ammonium Salts ◽

Chiral Phase ◽

Phase Transfer Catalysts ◽

Chiral Phase Transfer Catalysts

Designer chiral phase-transfer catalysts for green sustainable chemistry

Pure and Applied Chemistry ◽

10.1351/pac-con-11-09-31 ◽

2012 ◽

Vol 84 (7) ◽

pp. 1575-1585 ◽

Cited By ~ 15

Author(s):

Keiji Maruoka

Keyword(s):

High Performance ◽

Phase Transfer ◽

Combinatorial Design ◽

Ammonium Salts ◽

Transfer Reactions ◽

Sustainable Chemistry ◽

Chiral Phase ◽

Phase Transfer Catalysts ◽

Chiral Phase Transfer Catalysts ◽

Neutral Conditions

A series of chiral quaternary ammonium salts derived from commercially available (R)- or (S)-binaphthol have been designed as new C2-symmetric chiral phase-transfer catalysts. In order to realize the flexible design of these phase-transfer catalysts, the combinatorial design approach has been developed. Chiral high-performance organocatalysts, thus obtained, have been successfully applied to the highly practical asymmetric synthesis of various amino acid derivatives, including α-alkyl and α,α-dialkyl-α-amino acids in addition to alkaloids. Furthermore, several chiral bifunctional phase-transfer catalysts have been designed and synthesized for effecting base-free phase-transfer reactions under essentially neutral conditions in order to realize green sustainable chemistry.