28094-82-8Relevant articles and documents
Highly Stereoselective Positional Isomerization of Styrenes via Acid-Catalyzed Carbocation Mechanism
Hu, Xiao-Si,He, Jun-Xiong,Zhang, Ying,Zhou, Jian,Yu, Jin-Sheng
supporting information, p. 2227 - 2233 (2021/06/28)
The first transition metal-free highly stereoselective positional isomerization of various α-alkyl styrenes through a carbocation mechanism triggered strategy is developed by using Al(OTf)3 as a hidden Br?nsted acid catalyst, which provides facile access to value-added acyclic tri- and tetra-substituted alkenes in good yields with high stereoselectivity under mild conditions. The practicality of this protocol is further highlighted by the gram-scale synthesis, high stereoselectivity, good functional group tolerance, and simple operation. Mechanistic studies support that Al(OTf)3 acts as a hidden Br?nsted acid catalyst and a carbocation intermediate is formed.
Dual Intermolecular Allylic C–H Functionalization of the Tetrasubstituted Alkene Scaffold
Martínez, Claudio,Mu?iz, Kilian
, p. 1248 - 1254 (2018/03/21)
Activation of chloramine-T (TsNNaCl) with a Br?nsted acid generates an active reagent for the double allylic C–H functionalization of tetrasubstituted alkenes in an intermolecular manner. The reaction generates a carbon–nitrogen and a carbon–chlorine bond, and proceeds with complete regio- and chemoselectivity. A total of 14 examples demonstrate the applicability of the dual C–H functionalization process. The mechanism involves the intermediacy of a 1,3-butadiene derivative; 1,3-butadienes can also be used directly as substrates.