Citation: Pendalwar Shrikant S., Chakrawar Avinash V., Bhusare Sudhakar R.. Enantioselective organocatalytic synthesis of the chiral chromenes by domino oxa-Michael-aldol reaction[J]. Chinese Chemical Letters, ;2018, 29(6): 942-944. doi: 10.1016/j.cclet.2017.09.058 shu

Enantioselective organocatalytic synthesis of the chiral chromenes by domino oxa-Michael-aldol reaction

Department of Chemistry, Dnyanopasak College, Parbhani 431 401, MS, India

Corresponding author: Bhusare Sudhakar R., bhusare71@yahoo.com
Received Date: 24 June 2017
Revised Date: 14 September 2017
Accepted Date: 28 September 2017
Available Online: 3 June 2017

Figures(1)

The proline based chiral organocatalyst has been found to be an efficient catalyst for the facile synthesis of substituted 2-aryl-2H-chromenes-3-carbaldehyde. We envisioned that the iminium interaction between chiral amino catalysts and α, β-unsaturated carbonyl group was beneficial along with thiourea group as hydrogen bond donor, heterocyclic amines as general base in the domino oxa-Michael-aldol reaction. This catalytic system provided the products in good to high yields (73%-96%) with excellent enantioselectivity (up to 97%) and reasonable reaction time. The atom economy, high yield and mild reaction conditions are some of the important features of this protocol.
- Asymmetric synthesis,
- L-Proline,
- Organocatalyst,
- 2-Aryl-2H-chromenes-3-carbaldehyde
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