- A simple and efficient approach to the synthesis of β-N-methylamino-l- alanine (BMAA)
-
A novel, efficient, and straightforward synthesis of β-N-methylamino- l-alanine (BMAA) in two steps starting from l-N,N-dibenzylserine benzyl ester is described. This method, in the light of other syntheses of BMAA, provides benefits such as mild reaction conditions, a simple work-up procedure, good yields, and the retention of the serine stereochemistry.
- Arévalo-García, Enzo B.,Colmenares Q., Juan Carlos
-
p. 2335 - 2336
(2014/05/06)
-
- Synthesis of novel chiral NiII complexes of dehydroalanine Schiff bases and their reactivity in asymmetric nucleophilic addition reactions. Novel synthesis of (S)-2-carboxypiperazine
-
New chiral NiII complexes of Schiff bases of dehydroalanine with modified chiral auxiliaries (S)-2-N-[N′-(3,4-dichlorobenzyl)prolyl] aminobenzophenone (3,4-DCBPB), (S)-2-N-[N′-(3,4-dimethylbenzyl)prolyl] aminobenzophenone (3,4-DMBPB), (S)-2-N-[N′-(2-chlorobenzyl)prolyl] aminobenzophenone (2-CBPB), and (S)-2-N-[N′-(2-fluorobenzyl)prolyl]- aminobenzophenone (2-FBPB) have been synthesized. Asymmetric Michael addition reactions of primary and secondary amines and thiols to the dehydroalanine moieties of the complexes were studied. (S)-2-FBPB was found to be the best chiral auxiliary in terms of both selectivity of the reactions (de ~92-96%) and reactivity of the complexes. A novel synthetic route toward (S)-2-carboxypiperazine was developed based on the auxiliary.
- Saghiyan, Ashot S.,Stepanyan, Lala A.,Manasyan, Luiza L.,Geolchanyan, Arpine V.,Djamgaryan, Silva M.,Ajvazyan, Hrant R.,Panosyan, Henry A.,Maleev, Viktor I.,Saveleva, Tatiana F.
-
scheme or table
p. 2638 - 2645
(2011/02/16)
-