title: A new efficient stereoselective method for the synthesis of (E)-5-aminoallyl-pyrimidine-5'-triphosphates using palladium-catalyzed Heck reaction.
abstract: An efficient overall two-step strategy for the synthesis of (E)-5-aminoallyl-pyrimidine-5'-triphoshate, starting from commercially available pyrimidine-5'-triphosphate is described. The method involves regioselective iodination of pyrimidine-5'-triphosphate, followed by the palladium-catalyzed Heck coupling with allylamine. The catalytic reaction is highly stereoselective and compatible with many functional groups present in the reactants.
authors.affiliation: a Life Sciences Solutions Group , Thermo Fisher Scientific , Austin , TX , USA.
authors.forename: Anilkumar R
authors.initials: AR
authors.lastname: Kore
authors.forename: Annamalai
authors.initials: A
authors.lastname: Senthilvelan
authors.forename: Muthian
authors.initials: M
authors.lastname: Shanmugasundaram
authors.forename: David
authors.initials: D
authors.lastname: Sandoval
authors.forename: Andrew
authors.initials: A
authors.lastname: Pardo
mesh_terms: D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D010165:Palladium / Q000737:chemistry*; D011122:Polyphosphates / Q000138:chemical synthesis* / Q000737:chemistry*; D011743:Pyrimidines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D011122:Polyphosphates; D011743:Pyrimidines; D010165:Palladium; C030986:pyrimidine; C005692:triphosphoric acid
keywords: DNA; Heck-coupling; Palladium; aminoallyl nucleotides; non-radioactive probe; stereoselective