Journal
SYNLETT
Volume 32, Issue 20, Pages 1981-1986Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/a-1650-4266
Keywords
palladium catalysis; dearomative asymmetric allylic alkylation (AAA); total synthesis; flavaglines; diversity-oriented synthesis (DOS); N-heterocyclic carbene (NHC) catalysis; benzoin condensation
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Funding
- National Natural Science Foundation of China [NNSFC 21772090]
- Young Scholar 1000 Talents Plan of China
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The highly efficient and enantioselective palladium-catalyzed decarboxylative dearomative asymmetric allylic alkylation of benzofurans was achieved using new Trost-type bisphosphine ligands bearing a chiral cycloalkane framework. This led to a diversity-oriented synthesis of previously unreachable flavaglines, establishing a new avenue for developing drugs based on flavaglines.
With the introduction of new Trost-type bisphosphine ligands bearing a chiral cycloalkane framework, the highly efficient and enantioselective palladium-catalyzed decarboxylative dearomative asymmetric allylic alkylation (AAA) of benzofurans was achieved. This enabled a diversity-oriented synthesis (DOS) of previously unreachable flavaglines, which features two diversification stages. A new avenue for developing flavagline-based drugs was thus established.
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