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Synthetic studies on the marine natural product halichondrins
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| Zeitschriftentitel: | Pure and Applied Chemistry |
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| Personen und Körperschaften: | , , , , , , , |
| In: | Pure and Applied Chemistry, 75, 2003, 1, S. 1-17 |
| Format: | E-Article |
| Sprache: | Englisch |
| veröffentlicht: |
Walter de Gruyter GmbH
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| Schlagwörter: |
| Zusammenfassung: | <jats:title>Abstract</jats:title> <jats:p>In connection with the de elopment of a practical synthesis of the right half, and its analog E7389, of halichondrin B, an efficient and scalable synthesis of the two major building blocks is reported. In addition, a new synthesis of the C20–C26 segment via a regiospecific and stereoselecti e S<jats:sub>N</jats:sub>2' process is presented. A sulfonamide class of ligands is shown to be effective for asymmetric Ni/Cr-mediated reactions under both stoichiometric and catalytic conditions, and the X-ray structure reveals this class of ligands to be tridentate. On the basis of three X-ray structures, a possible mechanism is suggested for this process. Stable and crystalline Cr(III)/sulfonamide complexes are shown to be effective for catalytic Cr-mediated coupling reactions of allyl, alkenyl, and alkyl halides with aldehydes, and some examples for application of the stoichiometric and catalytic asymmetric processes are presented.</jats:p> |
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| Umfang: | 1-17 |
| ISSN: |
1365-3075
0033-4545 |
| DOI: | 10.1351/pac200375010001 |