Citation: P. B. Thorat, S. V. Goswami, V. P. Sondankar, S. R. Bhusare. Stereoselective synthesis of vic-halohydrins and an unusual Knoevenagel product from an organocatalyzed aldol reaction: A non-enamine mode[J]. Chinese Journal of Catalysis, ;2015, 36(7): 1093-1100. doi: 10.1016/S1872-2067(14)60317-X shu

Stereoselective synthesis of vic-halohydrins and an unusual Knoevenagel product from an organocatalyzed aldol reaction: A non-enamine mode

1.
Department of Chemistry, Dnyanopasak College, Parbhani-431401, MS, India

Corresponding author: S. R. Bhusare,
Received Date: 5 January 2015
Available Online: 10 February 2015

Stereoselective synthesis by an aldol reaction between chloroacetone and aldehyde was studied using a synthesized chiral organocatalyst and triethylamine. The reaction gave α-chloro-β-hydroxy ketones in excellent yield with high anti selectivity and enantioselectivity. The chiral organocatalyst was also used in the Knoevenagel reaction, which gave α-cyano-β-hydroxy ketones at a low temperature and the usual Knoevenagel product at a high temperature. Both products were obtained in good to moderate yield with good anti selectivity in the case of α-cyano-β-hydroxy ketone derivatives.
- Aldol reaction,
- Asymmetric synthesis,
- Chloroacetone,
- Diastereoselectivity,
- Hydroxy propanoate,
- Knoevenagel reaction,
- Pyrrolidine derivative
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