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Efficient access to a dihydropyran-containing macrolidevia a transannular oxy-Michael reaction: total synthesis of (+)-aspergillide C†
Hisataka Kobayashi,Makoto Kanematsu,Masahiro Yoshida,Kozo Shishido
Chemical Communications Pub Date : 05/31/2011 00:00:00 , DOI:10.1039/C1CC12114F
Abstract

The second-generation enantioselective total synthesis of aspergillide C, a new type of 14-membered macrolide isolated from a marine-derived fungus, has been accomplished in a longest linear sequence of 15 steps from a chiral building block in 19% overall yield employing the 6-exo-trig transannular oxy-Michael reaction as the key step.

Graphical abstract: Efficient access to a dihydropyran-containing macrolidevia a transannular oxy-Michael reaction: total synthesis of (+)-aspergillide C
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