Highly enantioselective Michael addition reactions with new trimeric chiral phase transfer catalysts

New types of mesitylene based tri-site containing asymmetric quaternary ammonium salts 9 (9a and 9b) were synthesized and their catalytic activities were studied using Michael addition reactions with various chalcones and diethylmalonate under mild basic conditions with very good yields and ee's.

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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

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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

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Asymmetric Phase-Transfer Catalysis of Homo- and Heterochiral Quaternary Ammonium Salts: Development and Application of Conformationally Flexible Chiral Phase-Transfer Catalysts.

ChemInform ◽

10.1002/chin.200710058 ◽

2007 ◽

Vol 38 (10) ◽

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

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ChemInform Abstract: Design, Synthesis, and Application of Tartaric Acid Derived N-Spiro Quaternary Ammonium Salts as Chiral Phase-Transfer Catalysts.

ChemInform ◽

10.1002/chin.201223024 ◽

2012 ◽

Vol 43 (23) ◽

pp. no-no

Author(s):

Mario Waser ◽

Katharina Gratzer ◽

Richard Herchl ◽

Norbert Mueller

Keyword(s):

Tartaric Acid ◽

Quaternary Ammonium ◽

Phase Transfer ◽

Quaternary Ammonium Salts ◽

Ammonium Salts ◽

Chiral Phase ◽

Design Synthesis ◽

Phase Transfer Catalysts ◽

Chiral Phase Transfer Catalysts

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Immobilization of Cinchona Quaternary Ammonium Salts as the Chiral Phase Transfer Catalysts on Multi-walled Carbon Nanotubes and Their Application in Enantioselective Alkylation

CHINESE JOURNAL OF CATALYSIS (CHINESE VERSION) ◽

10.3724/sp.j.1088.2012.11213 ◽

2013 ◽

Vol 33 (5) ◽

pp. 891-897

Author(s):

Jian LIU ◽

Yan LIU ◽

Xin SHI ◽

Qihua YANG

Keyword(s):

Carbon Nanotubes ◽

Phase Transfer ◽

Quaternary Ammonium Salts ◽

Ammonium Salts ◽

Chiral Phase ◽

Phase Transfer Catalysts ◽

Chiral Phase Transfer Catalysts ◽

Multi Walled Carbon Nanotubes ◽

Enantioselective Alkylation ◽

Walled Carbon Nanotubes

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ChemInform Abstract: Highly Enantioselective Michael Addition Reactions with New Trimeric Chiral Phase Transfer Catalysts.

ChemInform ◽

10.1002/chin.201533031 ◽

2015 ◽

Vol 46 (33) ◽

pp. no-no

Author(s):

Arockiam Jesin Beneto ◽

Jayaraman Sivamani ◽

Veeramanoharan Ashokkumar ◽

Rajendiran Balasaravanan ◽

Kumaraguru Duraimurugan ◽

...

Keyword(s):

Michael Addition ◽

Phase Transfer ◽

Addition Reactions ◽

Chiral Phase ◽

Phase Transfer Catalysts ◽

Chiral Phase Transfer Catalysts

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Cinchona alkaloid-based chiral catalysts act as highly efficient multifunctional organocatalysts for the asymmetric conjugate addition of malonates to nitroolefins

Organic & Biomolecular Chemistry ◽

10.1039/c5ob01351h ◽

2015 ◽

Vol 13 (40) ◽

pp. 10216-10225 ◽

Cited By ~ 16

Author(s):

Veeramanoharan Ashokkumar ◽

Ayyanar Siva

Keyword(s):

Michael Addition ◽

Quaternary Ammonium ◽

Conjugate Addition ◽

Quaternary Ammonium Salts ◽

Cinchona Alkaloid ◽

Ammonium Salts ◽

Addition Reactions ◽

Chiral Catalysts ◽

Reaction Conditions ◽

Highly Efficient

New pentaerythritol tetrabromide based chiral quaternary ammonium salts have been prepared and used as organocatalysts for enantioselective Michael addition reactions between various nitroolefins and Michael donors under mild reaction conditions with very good chemical yields and ee's.

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