Stereocontrolled synthesis of a d-amicetose functionalised tetrahydroxanthone related to kigamicin A

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• 作者：Penelope A. Turner ; Samiullah ; Jacqueline L. Whatmore ; Michael Shipman
• 关键词：Glycosylation ; Tetrahydroxanthone ; d-Amicetose ; Kigamicin
• 刊名：Tetrahedron Letters
• 出版年：27 November, 2013
• 年：2013
• 卷：54
• 期：48
• 页码：6538-6540
• 全文大小：480 K

文摘

A glycosylated tetrahydroxanthone mimicking the ABC subunit of kigamicin A is synthesised in five steps by a sequence that exploits a Pd catalysed C-O bond forming reaction to construct the tetrahydroxanthone nucleus; chemo- and enantioselective Ru-catalysed transfer hydrogenation to establish the C-14 hydroxyl stereochemistry in the A-ring; and a trichloroacetimidate activated donor to introduce the 尾-linked d-amicetose unit in a stereoselective manner.