Premium
Asymmetric Total Synthesis of the Epoxykinamycin FL‐120 B′
Author(s) -
Scully Stephen S.,
Porco John A.
Publication year - 2011
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.201104504
Subject(s) - stille reaction , intramolecular force , epoxide , acylation , chemistry , stereochemistry , total synthesis , friedel–crafts reaction , monomer , divergent synthesis , combinatorial chemistry , organic chemistry , catalysis , polymer
Turn up the heat : The synthesis of the title compound was achieved and a route to epoxide‐containing diazobenzofluorenes, which could potentially serve as monomers to the dimeric lomaiviticins, was established. Key steps to construct the FL‐120B′ core structure include Sharpless asymmetric epoxidation, Stille coupling, and intramolecular Friedel–Crafts acylation of atropisomeric carboxylic acids at elevated temperatures.