Title

Ni(II)-diamine Complexes Catalyzed Asymmetric Sequential Michael Reactions of Phenylketoesters and Nitroalkenes: Synthesis of Multifunctionalized Cyclohexene Derivativies

Document Type

Thesis

Degree Name

Master of Science (MS)

Department

Chemistry

Date of Award

Spring 2017

Abstract

In this thesis, mutlifunctional cyclohexene derivatives with three chiral stereocenters were synthesized via two sequential Michael reactions between phenylketoesters and nitroalkenes initiated with 2 mol% of readily prepared Ni(II)-bis[(R,R)-N,N’-dibenzylcyclohexane-1,2-diamine] complex and then with 1 equivalent of tetramethylguanidine (TMG) for cyclization. The reaction provided the desired products in good yields and high enantioselectivities as well as good diastereoselectivities under mild reaction conditions.

Advisor

BUKUO NI

Subject Categories

Chemistry | Physical Sciences and Mathematics

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