Highly Enantioselective Asymmetric Michael Addition Reactions with New Chiral Multisite Phase-Transfer Catalysts

Sivamani Jayaraman; Duraimurugan Kumaraguru; Jesin Beneto Arockiam; Subha Paulpandian; Balasaravanan Rajendiran; Ayyanar Siva

doi:10.1055/s-0033-1339124

Synlett, Inhaltsverzeichnis

Synlett 2014; 25(12): 1685-1691
DOI: 10.1055/s-0033-1339124

letter

Highly Enantioselective Asymmetric Michael Addition Reactions with New Chiral Multisite Phase-Transfer Catalysts

Sivamani Jayaraman

Department of Inorganic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625 021, Tamilnadu, India Fax: +91(452)2459181 eMail: drasiva@gmail.com

,

Duraimurugan Kumaraguru

Department of Inorganic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625 021, Tamilnadu, India Fax: +91(452)2459181 eMail: drasiva@gmail.com

,

Jesin Beneto Arockiam

Department of Inorganic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625 021, Tamilnadu, India Fax: +91(452)2459181 eMail: drasiva@gmail.com

,

Subha Paulpandian

Department of Inorganic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625 021, Tamilnadu, India Fax: +91(452)2459181 eMail: drasiva@gmail.com

,

Balasaravanan Rajendiran

Department of Inorganic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625 021, Tamilnadu, India Fax: +91(452)2459181 eMail: drasiva@gmail.com

,

Ayyanar Siva*

Department of Inorganic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625 021, Tamilnadu, India Fax: +91(452)2459181 eMail: drasiva@gmail.com

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Abstract

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Abstract

Highly enantioselective Michael addition reactions of diethyl malonate to various chalcones have been achieved under mild chiral multisite phase-transfer reaction conditions by the successful utilization of 2,4,6-(triscinchoniummethyl)phenyl-1,3,5-triazines as new chiral quaternary ammonium catalysts. This simple asymmetric Michael addition process was found to be quite effective and to obtain Michael adducts with very good yields and enantiomeric excesses.

Key words

phase-transfer catalysts - Michael reaction - enantioselective reaction - quaternary ammonium salt - cinchona alkaloid

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Referenzen

References and Notes

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