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Biomimetic Total Synthesis of (±)‐Homodimericin A
Author(s) -
Ma Donghui,
Liu Yangbin,
Wang Zhang
Publication year - 2017
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.201702775
Subject(s) - cascade , total synthesis , intramolecular force , biomimetic synthesis , chemistry , sequence (biology) , combinatorial chemistry , cascade reaction , aqueous solution , stereochemistry , organic chemistry , chromatography , catalysis , biochemistry
A biomimetic total synthesis of racemic homodimericin A was achieved in seven steps, including two cascade reactions. Aqueous buffer solutions are found to help both the oxidative dimerization cascade and the intramolecular Diels–Alder cascade. This synthetic sequence validates key steps in the biogenetic proposal of homodimericin A.