Abstract
AbstractThe angucycline antibiotic (–)‐tetrangomycin was synthesized in 13 steps (11 % overall yield) by using a stereoselective Diels–Alder reaction between a naphthoquinone and a semicyclic diene to construct the benz[a]anthraquinone ring system. The diene intermediates were synthesized through a ring‐closing enyne metathesis reaction. The tertiary alcohol at C‐3 was installed by an asymmetric dihydroxylation reaction. The relative stereochemistry of the dienes was verified by the NMR analyses of the cycloadducts that were obtained from their reaction with N‐phenylmaleimide. Selective aromatization of the B ring was achieved under oxidative conditions.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
