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Journal article

Asymmetric synthesis of nortropanes via Rh-catalyzed allylic arylation

Abstract:

Tropane derivatives are extensively used in medicine, but catalytic asymmetric methods for their synthesis are underexplored. Here we report Rh-catalyzed asymmetric Suzuki-Miyaura type cross-coupling reactions between a racemic N-Bocnortropane-derived allylic chloride and (hetero-)aryl-boronic esters. The reaction proceeds via an unexpected kinetic resolution, and the resolved enantiopure allyl chloride can undergo highly enantiospecific reactions with N, O, and S-containing nucleophiles. The...

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Publication status:
Accepted
Peer review status:
Peer reviewed

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Role:
Author
Publisher:
American Chemical Society Publisher's website
Journal:
ACS Catalysis Journal website
Acceptance date:
2022-06-28
EISSN:
2155-5435
Language:
English
Keywords:
Pubs id:
1266517
Local pid:
pubs:1266517
Deposit date:
2022-07-04

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