587885-53-8Relevant articles and documents
Highly stereoselective tandem aza-Michael addition-enolate protonation to form partially modified retropeptide mimetics incorporating a trifluoroalanine surrogate
Sani, Monica,Bruche, Luca,Chiva, Gema,Fustero, Santos,Piera, Julio,Volonterio, Alessandro,Zanda, Matteo
, p. 2060 - 2063 (2003)
Fine-tuning of key reaction parameters, such as the solvent and the base used, led to a dramatic improvement in d.r. (from ≈1:1 to 38:1) in a tandem aza-Michael addition-enolate protonation sequence. Thus, the reaction of α-amino ester nucleophiles 1 with N-(α-trifiuoromethyl)acryloyl-α-amino ester acceptors 2 produced an array of partially modified retropeptide mimetics 3 with good to excellent stereocontrol (R, R1, R2, X, X1 = alkyl).