Asymmetric synthesis of the fully elaborated pyrrolidinone core of oxazolomycin A.
The asymmetric synthesis of the key pyrrolidinone core, including a highly elaborated exocyclic carbon chain, of the γ-lactam β-lactone antibiotic oxazolomycin A is described. Principal features include the Birch reduction of an aromatic pyrrole nucleus, a late stage RuO(4) catalyzed pyrrolidine oxi...
Main Authors: | , , , , |
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Format: | Journal article |
Language: | English |
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2012
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author | Donohoe, T O'Riordan, T Peifer, M Jones, C Miles, T |
author_facet | Donohoe, T O'Riordan, T Peifer, M Jones, C Miles, T |
author_sort | Donohoe, T |
collection | OXFORD |
description | The asymmetric synthesis of the key pyrrolidinone core, including a highly elaborated exocyclic carbon chain, of the γ-lactam β-lactone antibiotic oxazolomycin A is described. Principal features include the Birch reduction of an aromatic pyrrole nucleus, a late stage RuO(4) catalyzed pyrrolidine oxidation, and a highly diastereoselective organocerium addition to an aldehyde. |
first_indexed | 2024-03-07T01:55:26Z |
format | Journal article |
id | oxford-uuid:9b8c1c17-9e48-4f67-95ae-0912078fbaf3 |
institution | University of Oxford |
language | English |
last_indexed | 2024-03-07T01:55:26Z |
publishDate | 2012 |
record_format | dspace |
spelling | oxford-uuid:9b8c1c17-9e48-4f67-95ae-0912078fbaf32022-03-27T00:29:30ZAsymmetric synthesis of the fully elaborated pyrrolidinone core of oxazolomycin A.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:9b8c1c17-9e48-4f67-95ae-0912078fbaf3EnglishSymplectic Elements at Oxford2012Donohoe, TO'Riordan, TPeifer, MJones, CMiles, TThe asymmetric synthesis of the key pyrrolidinone core, including a highly elaborated exocyclic carbon chain, of the γ-lactam β-lactone antibiotic oxazolomycin A is described. Principal features include the Birch reduction of an aromatic pyrrole nucleus, a late stage RuO(4) catalyzed pyrrolidine oxidation, and a highly diastereoselective organocerium addition to an aldehyde. |
spellingShingle | Donohoe, T O'Riordan, T Peifer, M Jones, C Miles, T Asymmetric synthesis of the fully elaborated pyrrolidinone core of oxazolomycin A. |
title | Asymmetric synthesis of the fully elaborated pyrrolidinone core of oxazolomycin A. |
title_full | Asymmetric synthesis of the fully elaborated pyrrolidinone core of oxazolomycin A. |
title_fullStr | Asymmetric synthesis of the fully elaborated pyrrolidinone core of oxazolomycin A. |
title_full_unstemmed | Asymmetric synthesis of the fully elaborated pyrrolidinone core of oxazolomycin A. |
title_short | Asymmetric synthesis of the fully elaborated pyrrolidinone core of oxazolomycin A. |
title_sort | asymmetric synthesis of the fully elaborated pyrrolidinone core of oxazolomycin a |
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