207223-25-4Relevant articles and documents
An enantioselective approach to (-)-aphanorphine featuring a stereoselective oxidative amidation
Pansare, Sunil V.,Kulkarni, Kaivalya G.
, p. 19127 - 19134 (2013/10/22)
A formal enantioselective synthesis of (-)-aphanorphine (91% ee), that culminates with the preparation of (+)-O-methyl aphanorphine, was achieved. The methodology involves the diastereoselective synthesis of a key 3,5-disubstituted pyrrolidinone intermediate by the intramolecular oxidative amidation of a suitably functionalized α-hydroxy pentenoic acid derivative. A late-stage N-formyl protection, which functions as a latent N-methyl group, is utilized as a simple alternative to a protecting group switch and subsequent N-methylation strategy implemented in all other syntheses of aphanorphine related to the present approach. The Royal Society of Chemistry 2013.
Asymmetric synthesis of α-alkyl-α-hydroxy-γ-butyrolactones
Pansare, Sunil V.,Jain, Rajendra P.,Ravi, R. Gnana
, p. 3103 - 3106 (2007/10/03)
A new enantioselective approach to α-alkyl-α-hydroxy-γ-butyrolactones employing (1R,2S)-ephedrine-derived chiral allyl morpholinones as starting materials is described.
