152141-40-7Relevant articles and documents
A general strategy for the catalytic, highly enantio- and diastereoselective synthesis of indolizidine-based alkaloids
Abels, Falko,Lindemann, Chris,Schneider, Christoph
, p. 1964 - 1979 (2014/03/21)
Sixteen indolizidine-based alkaloids (IBAs) that were isolated as poison constituents of the skin of frogs were synthesized in a highly flexible and stereoselective manner. As a key step, a three-component, organocatalytic, highly enantio- and diastereose
Convenient in situ synthesis of nonracemic N-protected β-amino aldehydes from β-amino acids. Applications in Wittig reactions and heterocycle synthesis
Davies, Simon B.,McKervey, M. Anthony
, p. 1229 - 1232 (2007/10/03)
N-Z-γ-amino alcohols derived from nonracemic β-amino acids are smoothly oxidised by manganese dioxide in acetonitrile to afford aldehydes which can be trapped in situ in Wittig reactions with carbonyl-substituted phosphoranes. The application of this methodology to the synthesis of the alkaloids (S)-(+)-N-BOC-coniine, (S)-(-)-coniceine and a pipecoline precursor is described.
Catalytic asymmetric synthesis of a functionalized indolizidine derivative. A useful intermediate suitable for the synthesis of various glycosidase inhibitors
Nukui, Seiji,Sodeoka, Mikiko,Shibasaki, Masakatsu
, p. 4965 - 4968 (2007/10/02)
Indolizidine derivative 7 has been sythesized in up 86% ee by an asymmetric Heack reaction (Pd(O)-BPPFOH, Ag-exchanged zeolite) starting with prochiral alkenyl iodide 5. Conversion of 7 to δconiceine (9) is also described.