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

作者:Turner Penelope A; Samiullah; Whatmore Jacqueline L; Shipman Michael*
来源:Tetrahedron Letters, 2013, 54(48): 6538-6540.
DOI:10.1016/j.tetlet.2013.09.091

摘要

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 beta-linked D-amicetose unit in a stereoselective manner.

  • 出版日期2013-11-27