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Highly enantioselective asymmetric Henry reaction catalyzed by novel chiral phase transfer catalysts derived from cinchona alkaloids.
Org Biomol Chem. 2016 Oct 25; 14(42):10101-10109.OB

Abstract

A new type of di-site chiral phase transfer catalyst has been designed and synthesized from cinchona alkaloids as a chiral precursor. The prepared catalysts are applied in the asymmetric Henry reaction to a wide range of aldehydes using mild concentrations of a base and solvent and under room-temperature conditions. Under the optimized reaction conditions, the highest chemical yields up to 99% along with an excellent enantiomeric excess (ee) up to 99% were obtained using the prepared cinchona alkaloid based chiral phase transfer catalysts.

Authors+Show Affiliations

Vijaya PK
Department of Inorganic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai-625 021, Tamil Nadu, India. drasiva@gmail.com.
Murugesan S
Department of Inorganic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai-625 021, Tamil Nadu, India. drasiva@gmail.com.
Siva A
Department of Inorganic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai-625 021, Tamil Nadu, India. drasiva@gmail.com.

MeSH

AldehydesCatalysisCinchona AlkaloidsNitro CompoundsStereoisomerismTemperature

Pub Type(s)

Journal Article

Language

eng

PubMed ID

27722533

Citation

Vijaya, Ponmuthu Kottala, et al. "Highly Enantioselective Asymmetric Henry Reaction Catalyzed By Novel Chiral Phase Transfer Catalysts Derived From Cinchona Alkaloids." Organic & Biomolecular Chemistry, vol. 14, no. 42, 2016, pp. 10101-10109.
Vijaya PK, Murugesan S, Siva A. Highly enantioselective asymmetric Henry reaction catalyzed by novel chiral phase transfer catalysts derived from cinchona alkaloids. Org Biomol Chem. 2016;14(42):10101-10109.
Vijaya, P. K., Murugesan, S., & Siva, A. (2016). Highly enantioselective asymmetric Henry reaction catalyzed by novel chiral phase transfer catalysts derived from cinchona alkaloids. Organic & Biomolecular Chemistry, 14(42), 10101-10109.
Vijaya PK, Murugesan S, Siva A. Highly Enantioselective Asymmetric Henry Reaction Catalyzed By Novel Chiral Phase Transfer Catalysts Derived From Cinchona Alkaloids. Org Biomol Chem. 2016 Oct 25;14(42):10101-10109. PubMed PMID: 27722533.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Highly enantioselective asymmetric Henry reaction catalyzed by novel chiral phase transfer catalysts derived from cinchona alkaloids. AU - Vijaya,Ponmuthu Kottala, AU - Murugesan,Sepperumal, AU - Siva,Ayyanar, PY - 2016/10/26/pubmed PY - 2018/2/8/medline PY - 2016/10/11/entrez SP - 10101 EP - 10109 JF - Organic & biomolecular chemistry JO - Org Biomol Chem VL - 14 IS - 42 N2 - A new type of di-site chiral phase transfer catalyst has been designed and synthesized from cinchona alkaloids as a chiral precursor. The prepared catalysts are applied in the asymmetric Henry reaction to a wide range of aldehydes using mild concentrations of a base and solvent and under room-temperature conditions. Under the optimized reaction conditions, the highest chemical yields up to 99% along with an excellent enantiomeric excess (ee) up to 99% were obtained using the prepared cinchona alkaloid based chiral phase transfer catalysts. SN - 1477-0539 UR - https://www.unboundmedicine.com/medline/citation/27722533/Highly_enantioselective_asymmetric_Henry_reaction_catalyzed_by_novel_chiral_phase_transfer_catalysts_derived_from_cinchona_alkaloids_ DB - PRIME DP - Unbound Medicine ER -