245124-02-1Relevant academic research and scientific papers
Synthesis of homochiral propargyl amines from tetrahydro-1,3-oxazines
Rae, Alastair,Ker, James,Tabor, Alethea B.,Castro, Jose L.,Parsons, Simon
, p. 6561 - 6564 (1998)
A direct method for the enantioselective synthesis of propargyl amines has been developed. 4-Substituted (S)-N-Boc-tetrahydro-1,3-oxazines were synthesised and the structure of one analogue determined by X-ray diffraction analysis. Ring-opening using alkynyl Grignard reagents in the presence of BF3.Et2O, followed by removal of the chiral directing group via oxidation and acid-catalysed retro-Michael reaction, gave the desired propargyl amines in good yield.
Preparation and structure of homochiral tetrahydro-2H-l,3-oxazines
Rae, Alastair,Aliev, Abil E.,Edgar Anderson,Castro, Jose L.,Ker, James,Parsons, Simon,Stchedroff, Marc,Tabor, Alethea B.
, p. 1933 - 1941 (2007/10/03)
The synthesis, and structural elucidation using NMR and X-ray crystallography, of homochiral N-tert-butoxycarbonyl-tetrahydro-2H-1,3-oxazines are described.
