874384-01-7Relevant academic research and scientific papers
Diastereoselective and Branched-Aldehyde-Selective Tandem Hydroformylation-Hemiaminal Formation: Synthesis of Functionalized Piperidines and Amino Alcohols
Pittaway, Rachael,Fuentes, José A.,Clarke, Matthew L.
, p. 2845 - 2848 (2017)
Starting from readily available allylglycine, a tandem hydroformylation-hemiaminal formation reaction has been developed for the synthesis of chiral functionalized piperidines, with very good diastereoselectivity and branched regioselectivity using Rh/(S,
Microwave assisted hydroaminomethylation of alkenes
Petricci, Elena,Mann, André,Salvadori, Jessica,Taddei, Maurizio
, p. 8501 - 8504 (2007)
Hydroaminomethylation of terminal alkenes can be regioselectively carried out in less than 30 min with secondary amines in EtOH under MW irradiation using (PPh3)3RhCO(H) and Xantphos or Biphephos as ligands. When primary amines were
Manganese Catalyzed Hydrogenation of Enantiomerically Pure Esters
Widegren, Magnus B.,Clarke, Matthew L.
supporting information, p. 2654 - 2658 (2018/05/17)
A manganese-catalyzed hydrogenation of esters has been accomplished with TONs up to 1000, using cheap, environmentally benign, potassium carbonate and simple alcohols as activator and solvent, respectively. The weakly basic conditions lead to good functional group tolerance and enable the hydrogenation of enantiomerically enriched α-chiral esters with essentially no loss of stereochemical integrity.
Synthesis of 2-amino-8-oxodecanoic acids (Aodas) present in natural hystone deacetylase inhibitors
Rodriquez, Manuela,Bruno, Ines,Cini, Elena,Marchetti, Mauro,Taddei, Maurizio,Gomez-Paloma, Luigi
, p. 103 - 107 (2007/10/03)
Differently substituted 2-amino-8-oxodecanoic acids (Aodas), present in naturally occurring inhibitors of hystone deacetylase (HDAC), have been prepared using a convergent approach. The configuration in position 2 was derived from enantiomerically pure allylglycine or glutamic acid, whereas the stereochemistry of the substituent in position 9 derived from lactic acid or glyceraldehyde derivatives. Starting from allylglycine, (S)-Aodas, protected at the nitrogen as Boc or Fmoc, were obtained in four steps in about 30% overall yield. These products have been used to prepare a simplified analogue of a natural cyclic tetrapeptide HDAC inhibitor by SPPS.
