A Brønsted acid catalyzed tandem process to access
densely
functionalized chromeno[3,2-d]isoxazoles with good
to excellent yields and diastereoselectivities was disclosed. The
procedure is proposed to involve a 1,6-conjugate addition/electrophilic
addition/double annulations process of alkynyl o-quinone
methides (o-AQMs) in situ generated from o-hydroxyl propargylic alcohols with nitrones. Mild conditions,
good functional group compatibility, easy scale-up of the reaction,
and further product transformation demonstrated its potential application.
We herein present a concise synthetic route for collective total syntheses of six flavanones named as oboflavanones A-B, cryptoflavanones C-D, and cryptoyunnanones G-H, which were all isolated from the genus...
A two-step protecting-group-free protocol for the synthesis of 3'-hydroxy-5,7-dimethoxy-4-O-2'-cycloflavan (1) and concise total synthesis of 4'-hydroxy-5,7-dimethoxy-4-O-2'-cycloflavan (8) enabled by a PTSA triggered bioinspired olefin isomerization/hemiacetalization/dehydration/[3 + 3]-type cycloaddition cascade reaction...
Driven by bioinspiration and appreciation of the structure of ericifolione, a biomimetic tautomerization/intermolecular inverse-electron-demand hetero Diels-Alder reaction cascade sequence promoted by sodium acetate to rapidly construct sterically hindered dihydropyran scaffolds...
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