多环聚醚天然产物合成中的环氧开环级联反应。
Epoxide-opening cascades in the synthesis of polycyclic polyether natural products.
作者信息
Vilotijevic Ivan, Jamison Timothy F
机构信息
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA.
出版信息
Angew Chem Int Ed Engl. 2009;48(29):5250-81. doi: 10.1002/anie.200900600.
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.
在某些情况下，多环聚醚天然产物的结构特征可以追溯到它们的生物合成起源。然而，在一些了解较少的情况下，仅提出了以剧烈但具有推测性的环氧开环级联反应为特征的生物合成途径。我们总结了这种环氧开环级联反应是如何用于多环聚醚（见图）及相关天然产物的合成中的。多环聚醚天然产物因其成员所展现出的迷人结构和生物效应而备受关注。这些生物效应包括潜在的治疗性抗生素、抗真菌和抗癌特性以及极高的致死性。这类化合物的多环结构特征在某些情况下可以追溯到它们的生物合成起源，但在其他一些了解较少的情况下，仅能追溯到所提出的以剧烈但具有推测性的环氧开环级联反应为特征的生物合成途径。在本综述中，我们总结了这种环氧开环级联反应是如何用于多环聚醚及相关天然产物的合成中的。
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