24438-86-6Relevant academic research and scientific papers
95. Asymmetric synthesis of the alkaloids mayfoline and N(1)-Acetyl-N(1)-deoxymayfoline
Kuehne, Paul,Linden, Anthony,Hesse, Manfred
, p. 1085 - 1094 (2007/10/03)
The total syntheses of the spermidine alkaloids (-)-mayfoline (11) and (+)-N(1)-acetyl-N(1)-deoxymayfoline (12) are described. These macrocyclic lactams belong to the most interesting conjugates of the polyamine derivatives very commonly found in nature. The enantioselective syntheses were achieved through resolution of the methyl 3-amino-3-phenylpropanoate (2) by recrystallization of its (+)-L-tartrate salt. Construction of the 13-membered ring ensued through condensation, reductive ring expansion (internal bond cleavage), and finally a transamidation reaction involving a second ring expansion.
STUDIES ON THE SYNTHESIS OF OPTICALLY ACTIVE AZALACTAMS
Matsuyama, Haruo,Kobayashi, Michio,Wasserman, Harry H.
, p. 85 - 90 (2007/10/02)
The optically active nine-membered azalactam, (S)-(-)-1,5-diaza-4-phenylcyclononan-2-one has been prepared starting with optically active (S)-(-)-β-phenyl-β-alanine methyl ester and 2-methoxypyrroline.Other studies with chiral esters of transcinnamic acid
