Epoxide-Opening Cascades in the Synthesis of Polycyclic Polyether Natural Products
The structural features of polycyclic polyether natural products can, in some cases, be traced to their biosynthetic origin. However in case that are less well understood, only biosynthetic pathways that feature dramatic, yet speculative, epoxide-opening cascades are proposed. We summarize how such...
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Published in | Angewandte Chemie (International ed.) Vol. 48; no. 29; pp. 5250 - 5281 |
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Main Authors | , |
Format | Journal Article |
Language | English |
Published |
Weinheim
Wiley-VCH Verlag
06.07.2009
WILEY-VCH Verlag WILEY‐VCH Verlag |
Subjects | |
Online Access | Get full text |
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Summary: | The structural features of polycyclic polyether natural products can, in some cases, be traced to their biosynthetic origin. However in case that are less well understood, only biosynthetic pathways that feature dramatic, yet speculative, epoxide-opening cascades are proposed. We summarize how such epoxide-opening cascade reactions have been used in the synthesis of polycyclic polyethers (see scheme) and related natural products.The group of polycyclic polyether natural products is of special interest owing to the fascinating structure and biological effects displayed by its members. The latter includes potentially therapeutic antibiotic, antifungal, and anticancer properties, and extreme lethality. The polycyclic structural features of this class of compounds can, in some cases, be traced to their biosynthetic origin, but in others that are less well understood, only to proposed biosynthetic pathways that feature dramatic, yet speculative, epoxide-opening cascades. In this review we summarize how such epoxide-opening cascade reactions have been used in the synthesis of polycyclic polyethers and related natural products. |
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Bibliography: | http://dx.doi.org/10.1002/anie.200900600 ark:/67375/WNG-0N1H7X0S-G ArticleID:ANIE200900600 istex:99840DBE984852E3F35D0749BE7F1BD5E53775EB ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 ObjectType-Article-2 ObjectType-Feature-3 ObjectType-Review-1 |
ISSN: | 1433-7851 1521-3773 |
DOI: | 10.1002/anie.200900600 |