Efficient, Divergent Synthesis of Cryptophycin Unit A Analogues
Overview
Affiliations
A flexible and divergent synthesis of cryptophycin unit A analogues is described. This method relies on iridium-catalysed stereo- and enantioselective crotylation and chemoselective one-pot oxidative olefination to access common intermediate . Heck, cross metathesis, and Suzuki-Miyaura reactions are illustrated for the generation of methyl ester unit A analogues .
Wu J, Verboom K, Krische M Chem Rev. 2024; 124(24):13715-13735.
PMID: 39642170 PMC: 11826517. DOI: 10.1021/acs.chemrev.4c00858.
Qiao S, Cheng Z, Li F Beilstein J Org Chem. 2024; 20:721-733.
PMID: 38590533 PMC: 10999997. DOI: 10.3762/bjoc.20.66.
A Versatile Chemoenzymatic Synthesis for the Discovery of Potent Cryptophycin Analogs.
Schmidt J, Khatri Y, Brody S, Zhu C, Pietraszkiewicz H, Valeriote F ACS Chem Biol. 2020; 15(2):524-532.
PMID: 31961651 PMC: 7094870. DOI: 10.1021/acschembio.9b00998.
Fanale D, Bronte G, Passiglia F, Calo V, Castiglia M, Di Piazza F Anal Cell Pathol (Amst). 2015; 2015:690916.
PMID: 26484003 PMC: 4592889. DOI: 10.1155/2015/690916.
Ketcham J, Shin I, Montgomery T, Krische M Angew Chem Int Ed Engl. 2014; 53(35):9142-50.
PMID: 25056771 PMC: 4150357. DOI: 10.1002/anie.201403873.