Efficient and novel one-pot synthesis of polycycles bearing cyclols by FeCl3-promoted [2+2] cycloaddition: application to cannabicyclol, cannabicyclovarin, and ranhuadujuanine A

Title
Efficient and novel one-pot synthesis of polycycles bearing cyclols by FeCl3-promoted [2+2] cycloaddition: application to cannabicyclol, cannabicyclovarin, and ranhuadujuanine A
Author(s)
이용록이신
Keywords
RHODODAURICHROMANIC-ACID-A; DIELS-ALDER REACTION; PYRANOCHALCONE NATURAL-PRODUCTS; CONCISE TOTAL-SYNTHESIS; ARTOCARPUS-RIGIDA; ALPHA,BETA-UNSATURATED ALDEHYDES; 2-PI+2-PI CYCLOADDITION; RHODODENDRON-DAURICUM; CANNABINOID RECEPTOR; MORACEAE PLANTS
Issue Date
201402
Publisher
ROYAL SOC CHEMISTRY
Citation
ORGANIC & BIOMOLECULAR CHEMISTRY, v.12, no.8, pp.1250 - 1257
Abstract
Simple and facile synthetic routes for the preparation of biologically interesting cyclol bearing polycycles were developed using FeCl3-promoted [2 + 2] cycloaddition from readily available benzopyrans possessing a variety of substituents. As examples of this methodology, one-step syntheses of cannabicyclol, cannabicyclovarin, and ranhuadujuanine A were accomplished in good yield.
URI
http://hdl.handle.net/YU.REPOSITORY/33194http://dx.doi.org/10.1039/c3ob42110d
ISSN
1477-0520
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공과대학 > 화학공학부 > Articles
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