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A Convergent Synthesis of the Tetrasaccharide Fragment of the Purported Structure of Durantanin I
Author(s) -
Lee Keehwan,
Kim Mijin,
Rhee Young Ho
Publication year - 2021
Publication title -
bulletin of the korean chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.237
H-Index - 59
ISSN - 1229-5949
DOI - 10.1002/bkcs.12265
Subject(s) - tetrasaccharide , stereochemistry , dihydroxylation , derivative (finance) , chemistry , glycosylation , ring (chemistry) , catalysis , enantioselective synthesis , organic chemistry , polysaccharide , biochemistry , financial economics , economics
A convergent synthesis of the tetrasaccharide subunit in the proposed structure of durantanin I is reported. The signature step is represented by the unique assembly of apiofuranoside ring by the sequential PdRu metal catalysis. Per‐dihydroxylation at the late stage delivered the target compound in a highly efficient manner. In addition, a tetrasaccharide derivative possessing unnatural apiose unit was also synthesized with comparable efficiency to that for the natural form.