133005-21-7Relevant articles and documents
Towards simplifying the chemistry of N-acyliminium ions: A one-pot protocol for the preparation of 5-acetoxy pyrrolidin-2-ones and 2-acetoxy N-alkoxycarbonyl pyrrolidines from imides
Szemes Jr., Fridrich,Pousse, Anthony,Othman, Raja Ben,Bousquet, Till,Othman, Mohamed,Dalla, Vincent
, p. 875 - 879 (2007/10/03)
A new one-step protocol for the synthesis of acetoxy lactams starting from imides has been developed. This method involves regiospecific reduction of the imide with LiEt3BH, then capture of the transient lithium alkoxide by acetic anhydride. Ge
Studies towards the synthesis of (+)-ptilomycalin A; stereoselective N-acyliminium ion coupling reactions to enantiopure C-2 substituted lactams
Louwrier, Saskia,Ostendorf, Martin,Boom, Arnoud,Hiemstra, Henk,Speckamp, W. Nico
, p. 2603 - 2628 (2007/10/03)
Highly stereoselective N-acyliminium ion coupling reactions of β-ketoester derived silyl enol ethers with enantiopure lactams derived from (S)-malic acid are reported. This reaction type is applied in the synthesis of the enantiopure C-2 substituted lactam 27, a plausible intermediate in a projected synthesis of ptilomycalin A.
SYNTHESIS OF STATINE FROM (S)-MALIC ACID; STEREOCONTROL VIA RADICAL CYCLIZATION
Koot, Wim-Jan,Ginkel, Roel van,Kranenburg, Mirko,Hiemstra, Henk,Louwrier, Saskia,et al.
, p. 401 - 404 (2007/10/02)
Highly stereoselective syntheses of enantiomerically pure γ-amino acids statine and 4-epi-statine from (S)-malic acid are described by using, respectively, an intramolecular α-acylamino radical reaction and an intermolecular N-acyliminium allylsilane coupling.