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Total Synthesis of Transtaganolide E and F: Insight in the Biosynthesis of the Transtaganolides
Author(s) -
Larsson Rikard,
Scheeren Hans W.,
Aben Rene W. M.,
Johansson Martin,
Sterner Olov
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201301092
Subject(s) - chemistry , biosynthesis , cycloaddition , intramolecular force , total synthesis , stereochemistry , derivative (finance) , claisen rearrangement , organic chemistry , catalysis , enzyme , financial economics , economics
A total synthesis of transtaganolide E and F, proposed intermediates in the biosynthesis of the potent transtaganolides, including an Ireland–Claisen rearrangement and a high‐pressure intramolecular Diels–Alder cycloaddition reaction of an unactivated 2‐pyrone derivative, is reported. The implication of the results to the proposed transtaganolides biosynthesis is discussed.