A tetrameric repeating unit of capsular polysaccharide of Neisseria meningitidis serogroup A was synthesized which mimicked natural polysaccharide in immunochemical analysis.
The first total synthesis of naturally occurring sacidumlignans A (1), B (2), and D (4) was executed and the absolute configuration of 2 and 4 was determined. A diastereoselective α- methylation of a lactone was used as the key step for the control of the chiral centers of the central lignan core. An acid mediated dehydrative cyclization of an aldehyde to construct the dihydronaphthalene unit of 2 and the aromatization of the intermediate dihydronaphthalene derivative to synthesize 1 are the key reactions employed in this regard.
A sweet disposition: Simple protocols for the synthesis of (1→1)‐ and (1→6)‐linked C‐disaccharides have been developed (see scheme). A one‐pot Au‐catalyzed alkynol cycloisomerization followed by BF3⋅Et2O, Et3SiH reduction has been established as the key reaction for C‐disaccharide synthesis including all possible pyran–pyran, furan–furan, and pyran–furan combinations.
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