One-Pot Synthesis of Multi-Substituted 4-Pyrones by a Gold-Catalyzed Cascade of Wolff Rearrangement/[4+2] Cycloaddition/Elimination Reactions

Title
One-Pot Synthesis of Multi-Substituted 4-Pyrones by a Gold-Catalyzed Cascade of Wolff Rearrangement/[4+2] Cycloaddition/Elimination Reactions
Author(s)
이용록네우판프라틱하립개
Keywords
CYCLIC DIAZODICARBONYL COMPOUNDS; HIGHLY SUBSTITUTED FURANS; PYRONE NATURAL-PRODUCTS; H INSERTION REACTIONS; GAMMA-PYRONE; RHODIUM(II)-CATALYZED REACTIONS; EFFICIENT SYNTHESIS; ENANTIOSELECTIVE INSERTION; STREPTOMYCES-SPECTABILIS; AEROBIC OXIDATION
Issue Date
201408
Publisher
WILEY-V C H VERLAG GMBH
Citation
ADVANCED SYNTHESIS & CATALYSIS, v.356, no.11-12, pp.2566 - 2574
Abstract
An efficient one-pot method is described for the synthesis of a variety of di- and trisubstituted 4-pyrones based on the gold-catalyzed cascade reactions between cyclic or acyclic diazodicarbonyl compounds and vinyl ethers. The key strategy used involves the gold-catalyzed Wolff rearrangement of diazo compounds followed by [4+2] cycloaddition and elimination. This methodology is also applied to the synthesis of tetrasubstituted 4-pyrones.
URI
http://hdl.handle.net/YU.REPOSITORY/31274http://dx.doi.org/10.1002/adsc.201301086
ISSN
1615-4150
Appears in Collections:
공과대학 > 화학공학부 > Articles
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