TY - JOUR T1 - Palladium/norbornene-catalyzed distal alkenyl C-H arylation and alkylation of cis-olefins. AU - Wu,Zhao, AU - Fatuzzo,Nina, AU - Dong,Guangbin, Y1 - 2021/05/11/ PY - 2021/10/25/entrez PY - 2021/10/26/pubmed PY - 2021/10/26/medline KW - Alkenes KW - C–H activation KW - Distal C–H functionalization KW - Palladium/norbornene KW - “exo”-type directing group JF - Tetrahedron JO - Tetrahedron VL - 90 N2 - In this full article, a detailed study of a distal alkenyl C-H arylation and alkylation through the palladium/norbornene (NBE) cooperative catalysis is described. Both aminopyridine- and oxime ether-type directing groups have been found effective for this transformation, allowing functionalization of diverse allyl amines and homoallyl alcohols. In addition, the C5,C6-substititued NBEs show optimal reactivity and selectivity. Various cis-olefins can be transformed to the corresponding arylated or alkylated trisubstituted alkenes with excellent regio- and stereoselectivity. Preliminary mechanistic studies support the Catellani pathway instead of the Heck pathway. SN - 0040-4020 UR - https://www.unboundmedicine.com/medline/citation/34690377/Palladium/norbornene_catalyzed_distal_alkenyl_C_H_arylation_and_alkylation_of_cis_olefins_ DB - PRIME DP - Unbound Medicine ER -