908129-33-9Relevant articles and documents
Palladium-catalyzed stereoretentive olefination of unactivated C(sp3)-H bonds with vinyl iodides at room temperature: Synthesis of β-vinyl α-amino acids
Wang, Bo,Lu, Chengxi,Zhang, Shu-Yu,He, Gang,Nack, William A.,Chen, Gong
, p. 6260 - 6263 (2014)
A method is reported for palladium-catalyzed N-quinolyl carboxamide-directed olefination of the unactivated C(sp3)-H bonds of phthaloyl alanine with a broad range of vinyl iodides at room temperature. This reaction represents the first example of the stereoretentive installation of multisubstituted terminal and internal olefins onto unactivated C(sp3)-H bonds. These methods enable access to a wide range of challenging β-vinyl α-amino acid products in a streamlined and controllable fashion, beginning from simple precursors.
Palladium-catalyzed direct intermolecular silylation of remote unactivated C(sp3)-H bonds
Pan, Jin-Long,Li, Quan-Zhe,Zhang, Ting-Yu,Hou, Si-Hua,Kang, Jun-Cheng,Zhang, Shu-Yu
, p. 13151 - 13154 (2016/11/09)
An efficient and convenient method has been developed to achieve direct silylation of unactivated remote primary or secondary C(sp3)-H bonds to form C-Si bonds with hexamethyldisilane (HMDS). This method highlights the emerging strategy to transform unactivated methyl or methylene into versatile functional groups in organic synthesis and provides a new method to construct functionalized C-Si bonds for synthetic chemistry.
Nonnatural amino acid synthesis by using carbon-hydrogen bond functionalization methodology
Tran, Ly Dieu,Daugulis, Olafs
, p. 5188 - 5191 (2012/07/27)
Taking direction well: Substituted phenylalanine derivatives were prepared by C-H bond functionalization (see scheme). The syntheses are highly convergent and employ an N-phthaloylalanine with a 2-thiomethylaniline directing group. The use of an 8-aminoquinoline directing group allows for the diarylation of methyl and the diastereoselective arylation of methylene groups. Copyright