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- W2018128970 abstract "An effective, asymmetric total synthesis of the antitumor antibiotic (−)-okilactomycin (1), as well as assignment of the absolute configuration, has been achieved exploiting a convergent strategy. Highlights of the synthesis include a diastereoselective oxy-Cope rearrangement/oxidation sequence to install the C(1) and C(13) stereogenic centers, a Petasis−Ferrier union/rearrangement to construct the highly functionalized tetrahydropyranone inscribed within the 13-membered macrocycle ring, employing for the first time a sterically demanding acetal, an intramolecular chemoselective acylation to access an embedded bicyclic lactone, and an efficient ring-closing metathesis (RCM) reaction to generate the macrocyclic ring." @default.
- W2018128970 created "2016-06-24" @default.
- W2018128970 creator A5055019000 @default.
- W2018128970 creator A5066527875 @default.
- W2018128970 creator A5091374603 @default.
- W2018128970 date "2009-01-26" @default.
- W2018128970 modified "2023-10-16" @default.
- W2018128970 title "Evolution of the Total Synthesis of (−)-Okilactomycin Exploiting a Tandem Oxy-Cope Rearrangement/Oxidation, a Petasis−Ferrier Union/Rearrangement, and Ring-Closing Metathesis" @default.
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- W2018128970 doi "https://doi.org/10.1021/ja8084669" @default.
- W2018128970 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/2697663" @default.
- W2018128970 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/19170499" @default.
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