Diastereoselective synthesis of the 5-hydroxy-pyrrolidinone amino acid of the microsclerodermins and model studies for an end-game strategy for microsclerodermin B
The first diastereoselective synthesis of the 5-hydroxy-pyrrolidinone amino acid common to eight members of the microsclerodermin family is presented. Our strategy involves formal hydration of an unsaturated precursor via the use of a two-step hydroxybromination-debromination protocol; this procedur...
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| פורמט: | Journal article |
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Elsevier
2017
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| _version_ | 1826301393117380608 |
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| author | Winter, C Pullin, R Donohoe, T |
| author_facet | Winter, C Pullin, R Donohoe, T |
| author_sort | Winter, C |
| collection | OXFORD |
| description | The first diastereoselective synthesis of the 5-hydroxy-pyrrolidinone amino acid common to eight members of the microsclerodermin family is presented. Our strategy involves formal hydration of an unsaturated precursor via the use of a two-step hydroxybromination-debromination protocol; this procedure provides exclusively the requisite 4,5-cis-pyrrolidinone. Furthermore model studies are presented that indicated the potential viability of this hydration strategy in the context of a synthesis of microsclerodermin B. |
| first_indexed | 2024-03-07T05:31:45Z |
| format | Journal article |
| id | oxford-uuid:e28332c6-c003-4557-825c-dbc25c2128e7 |
| institution | University of Oxford |
| last_indexed | 2024-03-07T05:31:45Z |
| publishDate | 2017 |
| publisher | Elsevier |
| record_format | dspace |
| spelling | oxford-uuid:e28332c6-c003-4557-825c-dbc25c2128e72022-03-27T10:01:47ZDiastereoselective synthesis of the 5-hydroxy-pyrrolidinone amino acid of the microsclerodermins and model studies for an end-game strategy for microsclerodermin BJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:e28332c6-c003-4557-825c-dbc25c2128e7Symplectic Elements at OxfordElsevier2017Winter, CPullin, RDonohoe, TThe first diastereoselective synthesis of the 5-hydroxy-pyrrolidinone amino acid common to eight members of the microsclerodermin family is presented. Our strategy involves formal hydration of an unsaturated precursor via the use of a two-step hydroxybromination-debromination protocol; this procedure provides exclusively the requisite 4,5-cis-pyrrolidinone. Furthermore model studies are presented that indicated the potential viability of this hydration strategy in the context of a synthesis of microsclerodermin B. |
| spellingShingle | Winter, C Pullin, R Donohoe, T Diastereoselective synthesis of the 5-hydroxy-pyrrolidinone amino acid of the microsclerodermins and model studies for an end-game strategy for microsclerodermin B |
| title | Diastereoselective synthesis of the 5-hydroxy-pyrrolidinone amino acid of the microsclerodermins and model studies for an end-game strategy for microsclerodermin B |
| title_full | Diastereoselective synthesis of the 5-hydroxy-pyrrolidinone amino acid of the microsclerodermins and model studies for an end-game strategy for microsclerodermin B |
| title_fullStr | Diastereoselective synthesis of the 5-hydroxy-pyrrolidinone amino acid of the microsclerodermins and model studies for an end-game strategy for microsclerodermin B |
| title_full_unstemmed | Diastereoselective synthesis of the 5-hydroxy-pyrrolidinone amino acid of the microsclerodermins and model studies for an end-game strategy for microsclerodermin B |
| title_short | Diastereoselective synthesis of the 5-hydroxy-pyrrolidinone amino acid of the microsclerodermins and model studies for an end-game strategy for microsclerodermin B |
| title_sort | diastereoselective synthesis of the 5 hydroxy pyrrolidinone amino acid of the microsclerodermins and model studies for an end game strategy for microsclerodermin b |
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