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Total Synthesis of (−)-Secu’amamine A Exploiting Type II Anion Relay Chemistry
[Image: see text] A total synthesis of (−)-secu’amamine A has been achieved exploiting Type II Anion Relay Chemistry (ARC) to provide the full linear carbon and nitrogen skeleton in a single flask with the requisite stereochemistry and functionality. A mechanistic rationale is also proposed to accou...
| Autores principales: | , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
American
Chemical Society
2015
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| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4633699/ https://www.ncbi.nlm.nih.gov/pubmed/26291547 http://dx.doi.org/10.1021/acs.orglett.5b02018 |
| _version_ | 1782399251442040832 |
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| author | Han, Heeoon Smith, Amos B. |
| author_facet | Han, Heeoon Smith, Amos B. |
| author_sort | Han, Heeoon |
| collection | PubMed |
| description | [Image: see text] A total synthesis of (−)-secu’amamine A has been achieved exploiting Type II Anion Relay Chemistry (ARC) to provide the full linear carbon and nitrogen skeleton in a single flask with the requisite stereochemistry and functionality. A mechanistic rationale is also proposed to account for the stereochemical outcome of the key aldol reaction leading to the advanced aza tricyclic core. |
| format | Online Article Text |
| id | pubmed-4633699 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2015 |
| publisher | American
Chemical Society |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-46336992016-08-23 Total Synthesis of (−)-Secu’amamine A Exploiting Type II Anion Relay Chemistry Han, Heeoon Smith, Amos B. Org Lett [Image: see text] A total synthesis of (−)-secu’amamine A has been achieved exploiting Type II Anion Relay Chemistry (ARC) to provide the full linear carbon and nitrogen skeleton in a single flask with the requisite stereochemistry and functionality. A mechanistic rationale is also proposed to account for the stereochemical outcome of the key aldol reaction leading to the advanced aza tricyclic core. American Chemical Society 2015-08-20 2015-09-04 /pmc/articles/PMC4633699/ /pubmed/26291547 http://dx.doi.org/10.1021/acs.orglett.5b02018 Text en Copyright © 2015 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
| spellingShingle | Han, Heeoon Smith, Amos B. Total Synthesis of (−)-Secu’amamine A Exploiting Type II Anion Relay Chemistry |
| title | Total Synthesis of (−)-Secu’amamine
A Exploiting Type II Anion Relay Chemistry |
| title_full | Total Synthesis of (−)-Secu’amamine
A Exploiting Type II Anion Relay Chemistry |
| title_fullStr | Total Synthesis of (−)-Secu’amamine
A Exploiting Type II Anion Relay Chemistry |
| title_full_unstemmed | Total Synthesis of (−)-Secu’amamine
A Exploiting Type II Anion Relay Chemistry |
| title_short | Total Synthesis of (−)-Secu’amamine
A Exploiting Type II Anion Relay Chemistry |
| title_sort | total synthesis of (−)-secu’amamine
a exploiting type ii anion relay chemistry |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4633699/ https://www.ncbi.nlm.nih.gov/pubmed/26291547 http://dx.doi.org/10.1021/acs.orglett.5b02018 |
| work_keys_str_mv | AT hanheeoon totalsynthesisofsecuamamineaexploitingtypeiianionrelaychemistry AT smithamosb totalsynthesisofsecuamamineaexploitingtypeiianionrelaychemistry |