A Scalable Synthesis of Chiral Himbert Diene Ligands for Asymmetric Catalysis

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LI, Hongyi (2024) A Scalable Synthesis of Chiral Himbert Diene Ligands for Asymmetric Catalysis. PhD thesis, University of Nottingham.

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Abstract

Here, is presented a intramolecular [4+2] cycloaddition of a simply attained chiral allenecarboxanilide readily affords pseudoenantiomeric bicyclo[2.2.2]octa-2,5-dienes containing an alkenyl bromide, which can be readily functionalized to give diverse chiral diene ligands. The synthesis is straightforward and easily conducted on multigram scales. These ligands exhibit high performance in nine types of enantioselective Rh(I)-catalyzed 1,4-addition or 1,2-addition reactions, with up to 99% yield and >99% ee.

Item Type: Thesis (University of Nottingham only) (PhD)
Supervisors: Lam, Hon
Keywords: Asymmetric synthesis, Chiral compounds, metal catalysts
Subjects: Q Science > QD Chemistry > QD241 Organic chemistry
Q Science > QD Chemistry > QD450 Physical and theoretical chemistry
Faculties/Schools: UK Campuses > Faculty of Science > School of Chemistry
Item ID: 77486
Depositing User: Li, Hongyi
Date Deposited: 24 Jul 2024 04:41
Last Modified: 24 Jul 2024 04:41
URI: https://eprints.nottingham.ac.uk/id/eprint/77486

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