Syntheses of Marine Natural Products via Matteson Homologations and Related Processes
Matteson homologation, a successive extension of chiral boronic esters, is perfectly suited for the synthesis of complex molecular structures containing several stereogenic centers. The “classical version” allows the introduction of various functional groups in a 1,2-<i>anti</i>-configur...
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| Format: | Article |
| Language: | English |
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MDPI AG
2025-01-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/23/1/20 |
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| author | Uli Kazmaier |
| author_facet | Uli Kazmaier |
| author_sort | Uli Kazmaier |
| collection | DOAJ |
| description | Matteson homologation, a successive extension of chiral boronic esters, is perfectly suited for the synthesis of complex molecular structures containing several stereogenic centers. The “classical version” allows the introduction of various functional groups in a 1,2-<i>anti</i>-configuration. The absolute configuration is determined by the choice of the chiral auxiliary, which can be used to introduce several stereogenic centers. In contrast, in Aggarwal’s lithiation-borylation strategy, new chiral auxiliary reagents must be used in each reaction step, which on the other hand allows the individual insertion of the desired stereogenic centers. Both methods have their individual advantages and disadvantages and are well suited for the synthesis of marine natural products. |
| format | Article |
| id | doaj-art-d3fc67fac5f5400a8bb847fc0b4bb06c |
| institution | Kabale University |
| issn | 1660-3397 |
| language | English |
| publishDate | 2025-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj-art-d3fc67fac5f5400a8bb847fc0b4bb06c2025-01-24T13:39:30ZengMDPI AGMarine Drugs1660-33972025-01-012312010.3390/md23010020Syntheses of Marine Natural Products via Matteson Homologations and Related ProcessesUli Kazmaier0Organic Chemistry, Saarland University, Campus Building C4.2, D-66123 Saarbruecken, GermanyMatteson homologation, a successive extension of chiral boronic esters, is perfectly suited for the synthesis of complex molecular structures containing several stereogenic centers. The “classical version” allows the introduction of various functional groups in a 1,2-<i>anti</i>-configuration. The absolute configuration is determined by the choice of the chiral auxiliary, which can be used to introduce several stereogenic centers. In contrast, in Aggarwal’s lithiation-borylation strategy, new chiral auxiliary reagents must be used in each reaction step, which on the other hand allows the individual insertion of the desired stereogenic centers. Both methods have their individual advantages and disadvantages and are well suited for the synthesis of marine natural products.https://www.mdpi.com/1660-3397/23/1/20boronic estersborylationlithiationMatteson homologationmarine natural products |
| spellingShingle | Uli Kazmaier Syntheses of Marine Natural Products via Matteson Homologations and Related Processes Marine Drugs boronic esters borylation lithiation Matteson homologation marine natural products |
| title | Syntheses of Marine Natural Products via Matteson Homologations and Related Processes |
| title_full | Syntheses of Marine Natural Products via Matteson Homologations and Related Processes |
| title_fullStr | Syntheses of Marine Natural Products via Matteson Homologations and Related Processes |
| title_full_unstemmed | Syntheses of Marine Natural Products via Matteson Homologations and Related Processes |
| title_short | Syntheses of Marine Natural Products via Matteson Homologations and Related Processes |
| title_sort | syntheses of marine natural products via matteson homologations and related processes |
| topic | boronic esters borylation lithiation Matteson homologation marine natural products |
| url | https://www.mdpi.com/1660-3397/23/1/20 |
| work_keys_str_mv | AT ulikazmaier synthesesofmarinenaturalproductsviamattesonhomologationsandrelatedprocesses |