Issue 12, 2017

One-pot synthesis of α,β-epoxy ketones through domino reaction between alkenes and aldehydes catalyzed by proline based chiral organocatalysts

Abstract

Proline based metal free organocatalysts were developed by using a new approach for the synthesis of epoxide derivatives through a domino reaction. This domino reaction (oxidative coupling) allows a direct access to epoxides from various alkenes and aldehydes through C–H functionalization and C–C/C–O bond formation. The catalytic efficiencies of the newly synthesized organocatalysts were also determined by domino reaction in the presence of various functional groups containing aldehyde and alkene derivatives with very good yields (up to 95%) and ee's (up to 99%).

Graphical abstract: One-pot synthesis of α,β-epoxy ketones through domino reaction between alkenes and aldehydes catalyzed by proline based chiral organocatalysts

Supplementary files

Article information

Article type
Paper
Submitted
06 Jan 2017
Accepted
09 Feb 2017
First published
09 Feb 2017

Org. Biomol. Chem., 2017,15, 2551-2561

One-pot synthesis of α,β-epoxy ketones through domino reaction between alkenes and aldehydes catalyzed by proline based chiral organocatalysts

V. Ashokkumar and A. Siva, Org. Biomol. Chem., 2017, 15, 2551 DOI: 10.1039/C7OB00031F

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