147032-69-7Relevant articles and documents
Construction of Enantioenriched γ,γ-Disubstituted Butenolides Enabled by Chiral Amine and Lewis Acid Cascade Cocatalysis
Yu, Chenguang,Ji, Peng,Zhang, Yueteng,Meng, Xiang,Wang, Wei
supporting information, p. 7656 - 7660 (2021/10/12)
Herein we report a cascade cocatalysis strategy for the facile construction of chiral γ,γ-disubstituted butenolides. The synthetic manifold employs simple alkynoic acids instead of the preformed silyloxy furans or 5-substituted furan-2(3H)-ones. In situ formed 5-substituted furan-2(3H)-ones by AgNO3 or Ph3PAuCl/AgOTf catalyzed cyclization of alkynoic acids can smoothly engage in the subsequent chiral diphenylprolinol TMS-ether catalyzed Michael and Michael-aldol reactions. The cascade process serves as a general approach to chiral quaternary γ,γ-disubstituted butenolides.
γ-Selectivity in the Ceric Ammonium Nitrate Promoted Oxidative Addition of Silyl Dienol Ethers to Silyl Enol Ethers
Paolobelli, Anna Belli,Latini, David,Ruzziconi, Renzo
, p. 721 - 724 (2007/10/02)
Trimethylsilyl dienol ethers are easily oxidized by ceric ammonium nitrate to give α-carbonylallyl radicals which are able to add to enolic carbon-carbon double bonds with very high γ regioselectivity, allowing the method to be applied to the synthesis of
