50523-12-1Relevant articles and documents
Efficient methods for enol phosphate synthesis using carbon-centred magnesium bases
Kerr, William J.,Lindsay, David M.,Patel, Vipulkumar K.,Rajamanickam, Muralikrishnan
, p. 10131 - 10135 (2015)
Efficient conversion of ketones into kinetic enol phosphates under mild and accessible conditions has been realised using the developed methods with di-tert-butylmagnesium and bismesitylmagnesium. Optimisation of the quench protocol resulted in high yield
Selective Alkenylation and Hydroalkenylation of Enol Phosphates through Direct C-H Functionalization
Hu, Xu-Hong,Yang, Xiao-Fei,Loh, Teck-Peng
supporting information, p. 15535 - 15539 (2016/01/26)
An efficient and selective Rh-catalyzed direct C-H functionalization reaction of enol phosphates was developed. The method is applicable to a variety of coupling partners, including activated alkenes, alkynes, and allenes, and leads to the formation of various valuable alkenylated and hydroalkenylated enol phosphates through the action of the phosphate directing group. The versatility and utility of the coupling products were demonstrated through further transformations into synthetically useful building blocks. P points the way: A direct C-H functionalization of enol phosphates was developed. The method is applicable to a variety of coupling partners, including activated alkenes, alkynes, and allenes, and it leads to the formation of alkenylated and hydroalkenylated enol phosphates through the action of the phosphate directing group. The utility of the coupling products are demonstrated by further transformations into synthetically useful building blocks.
Heck coupling with nonactivated alkenyl tosylates and phosphates: Examples of effective 1,2-migrations of the alkenyl palladium(II) intermediates
Hansen, Anders L.,Ebran, Jean-Philippe,Ahlquist, Marten,Norrby, Per-Ola,Skrydstrup, Troels
, p. 3349 - 3353 (2008/02/11)
(Chemical Equation Presented) What the Heck! A catalytic system composed of a Pd complex with a basic, hindered alkyl phosphine ligand is capable of promoting Heck coupling of nonactivated vinyl tosylates and phosphates with electron-deficient olefins. An unexpected 1,2-migration of the alkenyl Pd II intermediates (see Scheme) leads to the isomerized Heck coupling product.