A practical synthesis of the F-ring of halichondrin B via ozonolytic desymmetrization of a C(2)-symmetric dihydroxycyclohexene.
A practical synthesis of the F-ring of halichondrin B via ozonolytic desymmetrization of a C(2)-symmetric dihydroxycyclohexene.
复制标题
通过 C(2)-对称二羟基环己烯的臭氧分解去对称作用实际合成软海绵素 B 的 F 环。
DOI：
10.1021/jo026302w
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发表时间：
2003
期刊：
影响因子：
--
通讯作者：
Burke,StevenD
中科院分区：
文献类型：
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作者：
Jiang,Lei;Martinelli,JosephR;Burke,StevenD
C2-symmetric dihydroxycyclohexene1was desymmetrized via a one-pot Criegee ozonolysis/acylation protocol to afford acetal-lactone2. Installation of the allyl side chain on the convex face of the bicyclic system and subsequent reduction provided the desired tetrahydrofuran4with the correct relative and absolute stereochemistries. Simple functional group manipulations led to the desired F-ring module3of halichondrin B.
