113729-05-8Relevant articles and documents
Hydrogen-Borrowing Alkylation of 1,2-Amino Alcohols in the Synthesis of Enantioenriched γ-Aminobutyric Acids
Hall, Christopher J. J.,Goundry, William R. F.,Donohoe, Timothy J.
, p. 6981 - 6985 (2021/03/01)
For the first time we have been able to employ enantiopure 1,2-amino alcohols derived from abundant amino acids in C?C bond-forming hydrogen-borrowing alkylation reactions. These reactions are facilitated by the use of the aryl ketone Ph*COMe. Racemisation of the amine stereocentre during alkylation can be prevented by the use of sub-stoichiometric base and protection of the nitrogen with a sterically hindered triphenylmethane (trityl) or benzyl group. The Ph* and trityl groups are readily cleaved in one pot to give γ-aminobutyric acid (GABA) products as their HCl salts without further purification. Both steps may be performed in sequence without isolation of the hydrogen-borrowing intermediate, removing the need for column chromatography.
FLASH VACUUM THERMOLYSIS OF OXAZOLIDINES : A NEW WAY TO REACTIVE AZOMETHINE YLIDES. RING CLOSURE TO AZIRIDINES.
Joucla, Marc,Mortier, Jacques,Bureau, Ronan
, p. 2975 - 2976 (2007/10/02)
Flash vacuum thermolysis of oxazolidines leads to azomethine ylides which undergo ring closure to aziridines.
