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Enantioselective conjugate addition catalyzed by a copper-phosphoramidite complex: Computational and experimental exploration of asymmetric induction

Abstract:

The stereochemical role of the phosphoramidite ligand in the asymmetric conjugate addition of alkylzirconium species to cyclic enones has been established for the first time through experimental and computational studies. Systematic, synthetic variation of the modular ligand established that the configuration of the binaphthol backbone is responsible for absolute stereocontrol, whereas modulation of the amido substituents leads to dramatic variations in the level of asymmetric induction. Chir...

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Publication status:
Published
Peer review status:
Peer reviewed
Version:
Accepted Manuscript

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Publisher copy:
10.1021/acscatal.7b01453

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Department:
Chemistry
Maksymowicz, R More by this author
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Funding agency for:
Paton, RS
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Grant:
Career Acceleration Fellowship to SPF [EP/H003711/1]
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Publisher:
American Chemical Society Publisher's website
Journal:
ACS Catalysis Journal website
Volume:
7
Pages:
6729–6737
Publication date:
2017-08-23
Acceptance date:
2017-08-23
DOI:
ISSN:
2155-5435
Pubs id:
pubs:724438
URN:
uri:94cb4c99-a276-49fe-b8c7-debe10b728cf
UUID:
uuid:94cb4c99-a276-49fe-b8c7-debe10b728cf
Local pid:
pubs:724438

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