Open AccessSynthesis of the EFG Framework of Tamulamides A and B
Author(s) -
Elizabeth H. Kelley,
Timothy F. Jamison
Publication year - 2019
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.9b03015
Subject(s) - chemistry , ring (chemistry) , yield (engineering) , ether , structural motif , stereochemistry , crystallography , combinatorial chemistry , organic chemistry , metallurgy , materials science , biochemistry
Synthesis of the fused polycyclic ether motif comprising the EFG rings of the marine ladder polyethers tamulamides A and B has been achieved via two different etherification strategies. Ultimately, a reductive etherification approach proved most successful due to tolerance of the G ring substitution and provided the EFG 6,7,6 ring system in 58% yield.
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