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Enantioselective Total Synthesis of (+)‐Milnamide A and Evidence of Its Autoxidation to (+)‐Milnamide D
Author(s) -
Liu Chaomin,
Masuno Makoto N.,
MacMillan John B.,
Molinski Tadeusz F.
Publication year - 2004
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200461245
Subject(s) - autoxidation , total synthesis , enantioselective synthesis , sponge , natural product , chemistry , stereochemistry , peptide , organic chemistry , catalysis , biology , biochemistry , botany
Spontaneous oxidation of the marine‐sponge‐derived peptide (+)‐milnamide A ( 1 ) to (+)‐milnamide D ( 2 ), which is also a natural product, was observed during the total synthesis of 1 . The absolute configurations of the structures were determined and are also reported.