104307-70-2Relevant academic research and scientific papers
Platinum-catalyzed substitution of allylic fluorides
Benedetto, Elena,Keita, Massaba,Tredwell, Matthew,Hollingworth, Charlotte,Brown, John M.,Gouverneur, Veronique
experimental part, p. 1408 - 1416 (2012/04/10)
Allyl fluorides are reactive toward Pt-catalyzed alkylation with malonate and likewise toward N- and O-nucleophiles under mild conditions. The reactivity of fluoride as a leaving group equals or exceeds that of the esters and carbonates commonly employed in allylic alkylation. The order of leaving-group ability with Pt catalysts was found to be F ≥ OCO2Me ? OBz ≥ OAc. This discouraged the application of platinum catalysts for the reverse reaction, fluorination of allylic substrates. Fluoride displacement involves predominant or complete retention of configuration in all the observed cases, and this was confirmed as a general feature of Pt catalysis, the stereochemical integrity being as high or higher as in Pd catalysis for the examples chosen.
Enzyme and palladium catalysis as a powerful combination in asymmetric transformations of meso-2-alkene-1,4-diol derivatives. Application to enantiodivergent synthesis of (R)- and (S)-(2,4-cycloalkadienyl)acetic acids
Backvall,Gatti,Schink
, p. 343 - 348 (2007/10/02)
Enzymatic hydrolysis of meso-diacetates cis-1,4-diacetoxy-2-cyclo-hexene (4a) and cis-1,4-diacetoxy-2-cycloheptene (4b) was used to prepare enantiomerically pure (> 98% ee) 4-acetoxy-2-cyclohexenol (5a) and 4-acetoxy-2-cycloheptenol (5b), respectively. Th
STEREOCONTROLLED LACTONIZATION REACTIONS VIA PALLADIUM-CATALYSIS
Baeckvall, Jan-E.,Andersson, Pher G.,Vagberg, Jan O.
, p. 137 - 140 (2007/10/02)
Dienes 1 were transformed into γ-lactones via a novel stereocontrolled palladium-catalyzed lactonization reaction.The oxylactonization can be directed towards either a cis- or trans-addition across the diene.
