73166-52-6Relevant articles and documents
PALLADIUM-PROMOTED REACTION OF ALLYL TRIMETHYLSILYL ETHERS WITH ARYL IODIDES
Hirao, Toshikazu,Enda, Jun,Ohshiro, Yoshiki,Agawa, Toshio
, p. 403 - 406 (1981)
Allyl trimethylsilyl ether reacts with aryl iodides in the presence of palladium acetate and lithium chloride to afford selectively β-aryl (E)-α,β-unsaturated carbonyl compound.
Fluorinated Sulfinates as Source of Alkyl Radicals in the Photo-Enantiocontrolled β-Functionalization of Enals
Alemán, José,Rodríguez, Ricardo I.,Sicignano, Marina
supporting information, (2022/01/22)
The generation of sulfonyl radicals has long been known as a flexible strategy in a wide range of different sulfonylative transformations. Meanwhile their use in alkylation processes has been somehow limited due to their inherent difficulty in evolving to less-stable radicals after sulfur dioxide extrusion. Herein we report a convenient strategy that involves gem-difluorinated sulfinates as an “upgrading-mask”, allowing these precursors to decompose into their corresponding alkyl radicals. The electron–donor character of sulfinates in the formation of an electron donor–acceptor (EDA) complex with transient iminium ions is displayed, achieving the first example of a stereocontrolled light-driven insertion of gem-difluoro derivatives into unsaturated aldehydes. This methodology is compatible with flow conditions, maintaining identical levels of enantiocontrol.
Gold-Catalyzed Formal Hexadehydro-Diels-Alder/Carboalkoxylation Reaction Cascades
Wang, Hong-Fa,Guo, Lin-Na,Fan, Zhi-Bo,Tang, Tian-Hua,Zi, Weiwei
supporting information, p. 2676 - 2681 (2021/04/12)
A dual gold-catalyzed hexadehydro-Diels-Alder/carboalkoxylation cascade reaction is reported. In this transformation, the gold catalyst participated in the hexadehydro-Diels-Alder step, switching the mechanism from a radical type to a cationic one, and then the catalyst activated the resulting aryne to form an ortho-Au phenyl cation species, which underwent a carboalkoxylation rearrangement rather than the expected aryne-ene reaction.