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Angew Chem Int Ed Engl
; 53(32): 8459-62, 2014 Aug 04.
Article
in English
| MEDLINE
| ID: mdl-24962551
ABSTRACT
The asymmetric total synthesis of (+)-marinomycinâ A, a 44-membered macrodiolide antitumor agent and antibiotic isolated from a marine actinomycete, Marinispora strain CNQ-140, is reported. The key features of the synthesis include the highly convergent stereocontrolled construction of the monomeric hydroxy salicylate starting from asymmetric epoxidation of the σ-symmetrical dialkenyl carbinol, and an unprecedented direct dimerization through NaHMDS-promoted double transesterification.