Title

Highly Enantioselective Organocatalytic Michael Addition of Ketones to Nitroolefins in Water

Author

Qiankun Chen

Document Type

Thesis

Degree Name

Master of Science (MS)

Department

Chemistry

Date of Award

Fall 2012

Abstract

Chiral pyrrolide-based organocatalysts in combination with ionic liquid supported Br�nsted acid, catalyze the enantioselective Michael addition of ketones and aldehyde to nitroolefins in high yields and with high enantioselectivities (ee: up to 96%) and diastereoselectivities (syn/anti ratio up to 97/3). This novel process provides synthetically useful ?-nitrocarbonyl compounds, which can be easily transformed into other invaluable precursors of biologically active compounds. In addition, the synthetic procedure presented is simple and environmentally benign. These remarkable advantageous make this approach very suitable for practical use.

Advisor

Bukuo Ni

Subject Categories

Chemistry | Physical Sciences and Mathematics

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