112302-87-1Relevant articles and documents
Palladium-catalyzed β-arylation of silyl ketene acetals and application to the synthesis of benzo-fused δ-lactones
Aspin, Sam,Lopez-Suarez, Laura,Larini, Paolo,Goutierre, Anne-Sophie,Jazzar, Rodolphe,Baudoin, Olivier
supporting information, p. 5056 - 5059 (2013/10/22)
Silyl ketene acetals are shown to be competent nucleophiles in Pd-catalyzed migrative C(sp3)-H arylations. Compared to the parent ester lithium enolates, they possess decreased reactivity but enhanced chemoselectivity. This behavior was exploited through the synthesis of valuable benzo-fused δ-lactones such as 1-isochromanones and dihydrocoumarins.
Copper-catalyzed amination of ketene silyl acetals with hydroxylamines: Electrophilic amination approach to α-amino acids
Matsuda, Naoki,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
supporting information, p. 11827 - 11831 (2013/01/15)
Role reversal: The title reaction has been developed to deliver α-amino acids under very mild reaction conditions (see scheme; dpppen=1,5-bis(diphenylphosphino)pentane). The catalysis provides a new C-N bond-forming approach for the synthesis of α-amino a
Highly enantioselective access to α-dibenzylamino ketones from chiral nonracemic α-bromo α′-sulfinyl ketones by dynamic kinetic resolution: Synthesis of (2R,1′S)-2-[1-(dibenzylamino)alkyl]oxiranes
Geant, Pierre-Yves,Martinez, Jean,Salom-Roig, Xavier J.
experimental part, p. 1300 - 1309 (2011/04/17)
A novel and efficient synthesis of enantiomerically pure α-dibenzylamino α′-sulfinyl ketones starting from a mixture of both epimers of α-bromo α′-(R)-sulfinyl ketone has been realized through combined in situ substitution-epimerization in a so-called Dynamic Kinetic Resolution (DKR). The scope of the reaction has been examined, and four differently substituted α-(S)-dibenzylamino α′-(R)- sulfinyl ketones were obtained in good yields with excellent diastereoselectivities. The utility of these derivatives was further illustrated with a highly stereoselective synthesis of syn-(2R,1′S)-2-(1- dibenzylaminoalkyl)oxiranes.