45977-26-2Relevant articles and documents
Four-Step Total Synthesis of (+)-Euphococcinine and (±)-Adaline
Khandare, Sopan P.,Prasad, Kavirayani R.
, p. 12285 - 12291 (2021)
A four-step enantiospecific total synthesis of bicyclic homotropinone alkaloid euphococcinine and a racemic synthesis of adaline were reported. Key reactions in the synthesis are the diastereoselective addition of a Wittig phosphorene to the ketimines derived from Davis-Ellman sulfinamides, ring-closing metathesis, and intramolecular Michael reactions.
Asymmetrie synthesis of substituted homotropinones from W-Sulfinyl β-Amino ketone ketals. (-)-Euphococcinine and (-)-Adaline
Davis, Franklin A.,Edupuganti, Ram
supporting information; experimental part, p. 848 - 851 (2010/04/26)
Sulflnlmlne-derived N-sulflnyl βamlno ketone ketals on heating with NH4OAc:HOAc undergo a four-step intramolecular Mannich cyclization cascade reaction to give homotroplnones, such as (-)-euphococclnlne, in excellent yields as single isomers. 10.1021/ol902910w
An efficient, asymmetric synthesis of (+)-euphococcinine
Mechelke, Mark F.,Meyers
, p. 4339 - 4342 (2007/10/03)
The enantioselective synthesis of (+)-euphococcinine (1), a homotropane alkaloid, has been achieved in five steps from bicyclic lactam 5. (C) 2000 Elsevier Science Ltd.