An efficient strategy to synthesize 2-unsubstituted terminal 1, 3-enynes in high yields by bimetallic Pd/Cu-catalyzed Sonogashira coupling-elimination reaction of iodobenzenes with 4-bromobut-1-yne was reported, with broad functional group...
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Brønsted Base‐Catalyzed Direct 1,6‐Conjugate Addition of Butenolide to p‐Quinone Methides
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A direct 1,6-conjugate addition of butenolide to p-quinone methides catalyzed by Barton's base was developed, providing an efficient route to some functionalized molecules. The reaction proceeds with a regioselective γ-attack of butenolide and shows good functional group tolerance.
Abstract
Butyrolactones are prevalent structural elements in many natural products. Vinylogous conjugate additions of butenolides are among the most promising synthetic methods for generating natural products and/or natural product-like compounds with potential biological activities. In this report, direct 1,6-conjugate addition of butenolide to p-quinone methides via Brønsted base catalysis was performed, which provides an efficient route to interesting molecules. The reaction proceeds with a regioselective γ-attack of butenolide and shows good functional group tolerance.
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