A novel and efficient synthesis of diverse dihydronaphtho[1,2-b]furans using the ceric ammonium nitrate-catalyzed formal [3+2] cycloaddition of 1,4-naphthoquinones to olefins and its application to furomollugin

Title
A novel and efficient synthesis of diverse dihydronaphtho[1,2-b]furans using the ceric ammonium nitrate-catalyzed formal [3+2] cycloaddition of 1,4-naphthoquinones to olefins and its application to furomollugin
Author(s)
이용록하립개
Keywords
BOND-FORMING REACTIONS; MEDIATED OXIDATIVE CYCLOADDITION; FUSED ACETAL DERIVATIVES; CYCLIC ENOL ETHERS; 1,3-DICARBONYL COMPOUNDS; RUBIA-CORDIFOLIA; FACILE SYNTHESIS; ONE-POT; NAPHTHOHYDROQUINONE DIMERS; MANGANESE(III) ACETATE
Issue Date
201309
Publisher
ROYAL SOC CHEMISTRY
Citation
ORGANIC & BIOMOLECULAR CHEMISTRY, v.11, no.36, pp.6097 - 6107
Abstract
A novel approach was developed for the synthesis of diverse dihydronaphtho[1,2-b]furans from 1,4-naphthoquinones and olefins in the presence of ceric ammonium nitrate. This reaction provides a rapid route for the synthesis of a variety of dihydronaphtho[1,2-b]furans and naphtho[1,2-b]furans bearing different substituents. This methodology was also used to synthesize the biologically important natural product furomollugin in only 2 steps.
URI
http://hdl.handle.net/YU.REPOSITORY/29010http://dx.doi.org/10.1039/c3ob40977e
ISSN
1477-0520
Appears in Collections:
공과대학 > 화학공학부 > Articles
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