69231-11-4Relevant academic research and scientific papers
A New Approach to Enantiomerically Pure β-Lactams from α-Amino Acids by Applying the Isonitrile-Nitrile Rearrangement
Haaf, Klaus,Ruechardt, Christoph
, p. 635 - 638 (2007/10/02)
(S)-Phenylalanine (1) was converted into (S)-3-benzyl-2-azetidinone (8b) by a multistep reaction sequence.The key step of this approach is a stereospecific isonitrile-nitrile rearrangement ( 3 -> 4) by flash pyrolysis, which may be performed in 20-g batch
The Synthetic Potential of the Isocyanide-Cyanide Rearrangement
Meier, Michael,Ruechardt, Christoph
, p. 1 - 4 (2007/10/02)
Excellent chemical and optical yields (>96percent retention) of cyanides are achieved by vapor phase thermolysis or short contact flow thermolysis of isocyanides. trans-2-Butenyl isocyanide rearranges without concomitant allylic isomerization to trans-2-butenyl cyanide.Optically active 1-(formyloxymethyl)-2-phenylethyl cyanide is obtained from optically active L-phenylalanine as a new type of chiral pool synthon.
