Synthesis of a Polycyclic Halichondrin C1–C14 Fragment via Intermolecular Oxy-Michael/Trans-Ketalization
Syntheses of a crystalline polycyclic halichondrin C1–C14 building block starting from a d-gulono-1,4-lactone-derived intermediate in the current Halaven manufacturing process are described. Key features of the syntheses include an acid-catalyzed tandem intermolecular oxy-Michael/intramolecular tran...
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| Veröffentlicht in: | Journal of organic chemistry 2019-04, Vol.84 (8), p.4898-4903 |
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| container_end_page | 4903 |
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| container_issue | 8 |
| container_start_page | 4898 |
| container_title | Journal of organic chemistry |
| container_volume | 84 |
| creator | Kim, Dae-Shik Fang, Francis G Choi, Hyeong-wook Fang, Hui |
| description | Syntheses of a crystalline polycyclic halichondrin C1–C14 building block starting from a d-gulono-1,4-lactone-derived intermediate in the current Halaven manufacturing process are described. Key features of the syntheses include an acid-catalyzed tandem intermolecular oxy-Michael/intramolecular trans-ketalization reaction and stereoselective Kishi reductions. |
| doi_str_mv | 10.1021/acs.joc.8b02404 |
| format | Article |
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Org. Chem</addtitle><date>2019-04-19</date><risdate>2019</risdate><volume>84</volume><issue>8</issue><spage>4898</spage><epage>4903</epage><pages>4898-4903</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><abstract>Syntheses of a crystalline polycyclic halichondrin C1–C14 building block starting from a d-gulono-1,4-lactone-derived intermediate in the current Halaven manufacturing process are described. Key features of the syntheses include an acid-catalyzed tandem intermolecular oxy-Michael/intramolecular trans-ketalization reaction and stereoselective Kishi reductions.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>30395467</pmid><doi>10.1021/acs.joc.8b02404</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0002-5923-4878</orcidid><orcidid>https://orcid.org/0000-0002-9519-6354</orcidid></addata></record> |
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| language | eng |
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| source | ACS Publications |
| title | Synthesis of a Polycyclic Halichondrin C1–C14 Fragment via Intermolecular Oxy-Michael/Trans-Ketalization |
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