200730-80-9Relevant academic research and scientific papers
Regio- and stereoselective 1,6-photocyclization of aspartic acid- derived chiral γ-ketoamides[1]
Griesbeck, Axel G.,Heckroth, Heike,Schmickler, Hans
, p. 3137 - 3140 (1999)
Chiral α-acylamino γ-ketoamides 2 were irradiated and regioisomeric 1,6-cyclization products 3 and 4 obtained in high yields. Symmetrically N,N- disubstituted substrates 2a,b reacted diastereoselectively to give the all- cis products 3a,b in high yields. High 1,3-asymmetric induction was also observed for the unsymmetrically N,N-disubstituted 2d and 2e. The stereoselectivity of these reactions is discussed in terms of SOC-controlled spin inversion geometries.
A Simple Approach to β-Amino Acids by Acylation of Arenes with N-Acyl Aspartic Anhydrides
Griesbeck, Axel G.,Heckroth, Heike
, p. 1243 - 1244 (2007/10/03)
Friedel-Crafts acylation of arenes (benzene, toluene, o-xylene) with N-protected (Bz, Ac, Ac-Bn, Ts, Tfac, N,N-Pht) aspartic anhydrides (1a-1f) resulted in mixtures of α- and β-amino acids. The β/ α-selectivity could be optimized for alkylated arenes (toluene, xylene) and the N-Ac, N-Bn protected 1c.
