A two-directional synthesis of the C58-C71 fragment of palytoxin

被引：10

作者：

Hodgson, R ^{[1
]}

Nelson, A ^{[1
]}

机构：

[1] Univ Leeds, Dept Chem, Leeds LS2 9JT, W Yorkshire, England

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2004年 / 2卷 / 03期

关键词：

D O I：

10.1039/b307950c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A two directional approach, in which asymmetric dihydroxylation and reduction reactions were used to control absolute configuration, was exploited in the preparation of a C-2-symmetrical dipyranone. The homotopic dihydropyran (DHP) rings of this precursor were differentiated statistically using by a Prevost reaction and further functionalisation. A second Prevost reaction was used to functionalise the other DHP; global deprotection and peracetylation gave a protected version of the C-58-C-71 fragment of palytoxin. Methods which might be of value in future synthetic work were developed for the stereoselective functionalisation of THP rings similar to those found in this fragment.

引用

页码：373 / 386

页数：14

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