A Scalable Synthesis of Chiral Himbert Diene Ligands for Asymmetric Catalysis

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 straightf...

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Main Author: LI, Hongyi
Format: Thesis (University of Nottingham only)
Language:English
Published: 2024
Subjects:
Online Access:https://eprints.nottingham.ac.uk/77486/
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author LI, Hongyi
author_facet LI, Hongyi
author_sort LI, Hongyi
building Nottingham Research Data Repository
collection Online Access
description 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.
first_indexed 2025-11-14T21:00:33Z
format Thesis (University of Nottingham only)
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institution University of Nottingham Malaysia Campus
institution_category Local University
language English
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publishDate 2024
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spelling nottingham-774862025-02-28T12:27:42Z https://eprints.nottingham.ac.uk/77486/ A Scalable Synthesis of Chiral Himbert Diene Ligands for Asymmetric Catalysis LI, Hongyi 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. 2024-07-24 Thesis (University of Nottingham only) NonPeerReviewed application/pdf en arr https://eprints.nottingham.ac.uk/77486/1/Synthesis%20of%20New%20Chiral%20Himbert%20Dienes%20as%20Ligand%20for%20Enantioselective%20Metal-Correction.pdf LI, Hongyi (2024) A Scalable Synthesis of Chiral Himbert Diene Ligands for Asymmetric Catalysis. PhD thesis, University of Nottingham. Asymmetric synthesis Chiral compounds metal catalysts
spellingShingle Asymmetric synthesis
Chiral compounds
metal catalysts
LI, Hongyi
A Scalable Synthesis of Chiral Himbert Diene Ligands for Asymmetric Catalysis
title A Scalable Synthesis of Chiral Himbert Diene Ligands for Asymmetric Catalysis
title_full A Scalable Synthesis of Chiral Himbert Diene Ligands for Asymmetric Catalysis
title_fullStr A Scalable Synthesis of Chiral Himbert Diene Ligands for Asymmetric Catalysis
title_full_unstemmed A Scalable Synthesis of Chiral Himbert Diene Ligands for Asymmetric Catalysis
title_short A Scalable Synthesis of Chiral Himbert Diene Ligands for Asymmetric Catalysis
title_sort scalable synthesis of chiral himbert diene ligands for asymmetric catalysis
topic Asymmetric synthesis
Chiral compounds
metal catalysts
url https://eprints.nottingham.ac.uk/77486/