137104-41-7Relevant articles and documents
Cerium(IV) ammonium nitrate catalyzed synthesis of α-dehydro-β-amino esters
Paira, Moumita,Mandal, Samir Kumar,Roy, Subhas Chandra
, p. 2432 - 2434 (2008/09/20)
α-Dehydro-β-amino esters have been synthesized regioselectively from acetates of Baylis-Hillman adducts with amines in the presence of a catalytic amount of ceric ammonium nitrate (CAN) in good yield. The regioselectivity does not differ with respect to t
Palladium(0)-catalyzed regioselective synthesis of α-dehydro-β-amino esters from amines and allyl acetates: Synthesis of a α-dehydro-β-amino acid derived cyclic peptide as a constrained β-turn mimic
Rajesh,Banerji, Biswadip,Iqbal, Javed
, p. 7852 - 7857 (2007/10/03)
Acetates derived from the adducts of the Baylis-Hillman reaction can be reacted in a regioselective manner with amines in the presence of palladium(0) catalyst to afford α-dehydro-β-amino esters (2 and 3) in good yields. The regioselectivity of the reaction can be controlled by temperature and reaction medium leading to the synthesis of regioisomers 2 or 3. The α-dehydro-β-amino acid 3 is a turn inducer, and the dipeptides 6 derived from it show the presence of an eight-membered intramolecular hydrogen bond. Also, cobalt(II) chloride catalyzes the cleavage of epoxy peptides with α-dehydro-β-amino acid derivative 3b to afford the corresponding dipeptide derivatives 8, which exhibit an intramolecular hydrogen bond and thus mimic a β-turn. This intramolecular hydrogen bonding preorganizes the corresponding diallylated peptide 8c for cyclization via ring-closing metathesis to afford the cyclic peptide 9 as a constrained mimic of a β-turn.
α-methylidene- and α-alkylidene-β-lactams from nonproteinogenic amino acids
Buchholz,Hoffmann
, p. 1213 - 1220 (2007/10/02)
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