Asymmetric Synthesis of (S,S,S)-2-Aza-bicyclo[3.3.0]-octane-3-carboxylic Acid Benzyl Ester: Formal Synthesis of Ramipril. -Using (S)-1-amino-2-(methoxymethyl)pyrrolidine (SAMP) (II) as chiral auxiliary, a new and innovative route to title compound (VIII), a key intermediate in the synthesis of the ACE inhibitor ramipril, is described. -(KONDAIAH, G. C. M.; VIVEKANANDAREDDY, M.; REDDY, L. A.; ANURKAR, S. V.; GURAV, V. M.; RAVIKUMAR, M.; BHATTACHARYA, A.; BANDICHHOR*, R.; Synth. Commun. 41 (2011) 8, 1186-1191, http://dx.
Acetoacetate. -The process is applicable to a wide variety of alcohols. Even propargyl and allyl alcohol which often undergo rearrangement during transesterification, react properly. -(KONDAIAH, G. C. M.; REDDY, L. A.; BABU, K. S.; GURAV, V. M.; HUGE, K. G.; BANDICHHOR, R.; REDDY, P. P.; BHATTACHARYA, A.; ANAND*, R. V.; Tetrahedron Lett. 49 (2008) 1, 106-109; Cent. Excellence, Dr. Reddy's Lab., Hyderabad 500 072, India; Eng.) -Mais 15-047
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