100991-92-2Relevant articles and documents
Regiospecific formation of sugar-derived ketonitrone towards unconventional: C -branched pyrrolizidines and indolizidines
Massicot, Fabien,Messire, Gatien,Vallée, Alexis,Vasse, Jean-Luc,Py, Sandrine,Behr, Jean-Bernard
, p. 7066 - 7077 (2019/08/01)
The synthesis of unprecedented branched pyrrolizidines and indolizidines was accomplished via nitrone chemistry. The required ketonitrone, a known intermediate usually obtained as a mixture of regioisomers, was prepared in a pure form from d-arabinose by
A concise enantioselective synthesis of 1,4-dideoxy-1,4-imino-D-arabinitol using Co(III)(salen)-catalyzed hydrolytic kinetic resolution of a two-stereocentered anti-azido epoxide
Reddi, Rambabu N.,Prasad, Pragati K.,Kalshetti, Rupali G.,Sudalai, Arumugam
, p. 162 - 165 (2017/01/10)
A concise enantioselective synthesis of 1,4-dideoxy-1,4-imino-D-arabinitol, (+)-DAB-1, has been described in good overall yield (18.1%) and with high enantiomeric purity (up to 98% ee) starting from a simple raw material, cis-2-butene-1,4-diol. The Co-catalyzed hydrolytic kinetic resolution of a two-stereocentered racemic azido epoxide followed by asymmetric dihydroxylation of the alkene and ‘one pot’ reductive cyclisation of the azido diol are key reactions in the synthetic sequence.
A versatile approach to N-alkylated 1,4-dideoxy-1,4-imino-d-arabinitols and 1,4-dideoxy-1,4-imino-l-xylitols
Wang, Guan-Nan,Yang, Lin,Zhang, Li-He,Ye, Xin-Shan
experimental part, p. 2001 - 2009 (2011/06/20)
A versatile and concise synthesis of N-alkylated 1,4-dideoxy-1,4-imino-d- arabinitol and 1,4-dideoxy-1,4-imino-l-xylitol derivatives is described. These were prepared using pseudohemiketal lactams as key intermediates, which in turn were obtained from suc