Total Synthesis of Bulgarein
نویسندگان
چکیده
Abstract Here we report an efficient and short total synthesis of bulgarein ( 1 ), a natural compound from Bulgaria inquinans with cytotoxic activity. Key steps in the are Suzuki‐Miyaura coupling reaction two substituted naphthalene derivates followed by polyphosphoric acid (PPA) mediated condensation to form benzo[ j ]fluoranthene skeleton. Bulgarein ) was achieved over 4 overall yield 25 %.
منابع مشابه
Total synthesis of phalarine.
rearrangement were elucidated and we assumed that a total synthesis of 1would be a straightforwardmatter. As described below, we were indeed able to accomplish the inaugural total synthesis of phalarine using the rearrangement strategy, although significant obstacles had to be overcome. For a total synthesis of phalarine, it would be best if the rearrangement could be conducted on an advanced-s...
متن کاملTotal synthesis of atropurpuran
Due to their architectural intricacy and biological significance, the synthesis of polycyclic diterpenes and their biogenetically related alkaloids have been the subject of considerable interest over the last few decades, with progress including the impressive synthesis of several elusive targets. Despite tremendous efforts, conquering the unique structural types of this large natural product f...
متن کاملTotal synthesis of (-)-acutumine.
The first total synthesis of the tetracyclic alkaloid (-)-acutumine is described. Key reactions include an asymmetric ketone allylation mediated by Nakamura's chiral allylzinc reagent, an anionic oxy-Cope rearrangement, and the Lewis acid-promoted cyclization of an amine onto an alpha,beta-unsaturated dimethyl ketal.
متن کاملTotal synthesis of rapamycin.
For over 30 years, rapamycin has generated a sustained and intense interest from the scientific community as a result of its exceptional pharmacological properties and challenging structural features. In addition to its well known therapeutic value as a potent immunosuppressive agent, rapamycin and its derivatives have recently gained prominence for the treatment of a wide variety of other huma...
متن کاملTotal synthesis of brevisamide.
The second total synthesis of Brevisamide, a marine cyclic ether alkaloid from Karenia brevis, is reported. This streamlined synthesis proceeds in 21 steps, 14 steps longest linear sequence, in 5.2% overall yield and features a key SmI(2) reductive cyclization step to access the tetrasubstituted pyran core.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: European Journal of Organic Chemistry
سال: 2022
ISSN: ['1434-193X', '1099-0690']
DOI: https://doi.org/10.1002/ejoc.202101576