Journal
SYNLETT
Volume -, Issue 20, Pages 3026-3030Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0031-1289908
Keywords
[1,3]-sigmatropic rearrangement; [3,3]-sigmatropic rearrangement; palladium/copper bimetallic catalyst; substrate-controlled selectivity; 3,4-dihydrocoumarin
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Funding
- National Natural Science Foundation of China [21076197, 21102130]
- Natural Science Foundation of Zhejiang Province [Y4090440]
- Qianjiang Talent Program of Zhejiang Province [2010R10038]
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A regiospecific synthesis of 3,4-dihydrocoumarin derivatives has been achieved involving tandem rearrangement-cyclization of (E)-2-(aryloxymethyl) alk-2-enoates catalyzed by a Pd/Cu bimetallic system. Unexpected substrate-controlled [1,3]- or [3,3]-sigmatropic rearrangement was observed in the transformations.
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