L-proline/cholesterol and diosgenin based thiourea cooperative system for the direct asymmetric aldol reaction in the presence of water | Zendy

Serkan Eymür | Zendy; Enis Taşçı | Zendy; Arzu Uyanik | Zendy; Mustafa Yılmaz | Zendy

Open Access

L-proline/cholesterol and diosgenin based thiourea cooperative system for the direct asymmetric aldol reaction in the presence of water

Author(s) -

Serkan Eymür,

Enis Taşçı,

Arzu Uyanik,

Mustafa Yılmaz

Publication year - 2020

Publication title -

turkish journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.239

H-Index - 46

eISSN - 1303-6130

pISSN - 1300-0527

DOI - 10.3906/kim-2003-36

Subject(s) - chemistry , thiourea , diosgenin , aldol reaction , proline , reactivity (psychology) , selectivity , enantiomer , urea , catalysis , organic chemistry , aromatization , biochemistry , amino acid , medicine , alternative medicine , pathology

A series of cholesterol and based hydrophobic urea and thiourea compounds were synthesized and successfully used as a cocatalyst for L-proline catalyzed aldol reactions in the presence of water. The anticonfigured products were obtained with good yields (up to 94%), high diastereoselectivities (up to 95:5), and high enantiomeric excesses (up to 93% ee ). The successful results for catalytic efficiency of L-proline in the presence of water reveal the importance of the hydrophobic nature of cholesterol and diosgenin parts of thiourea on the reactivity and selectivity in the presence of water.

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