123719-56-2Relevant articles and documents
Microwave-assisted aminolysis of vinylepoxides
Lindstroem, Ulf M.,Olofsson, Berit,Somfai, Peter
, p. 9273 - 9276 (1999)
Di- and trisubstituted vinylepoxides in NH4OH were subjected to microwave irradiation affording the corresponding vicinal aminoalcohols in high yields. The reaction is stereospecific and highly regioselective for addition at the allylic carbon.
An Efficient Stereoselective Synthesis of Δ4,5-Pipecolic Esters
Angle, Steven R.,Breitenbucher, J. Guy,Arnaiz, Damian O.
, p. 5947 - 5955 (2007/10/02)
The synthesis of racemic and enantiomerically homogeneous pipecolic esters from 1-amino-3-buten-2-ols is reported.The synthesis of enantiomerically homogeneous N-methylpipecolic esters requires four chemical steps from N-t-BOC-protected amino esters.The key step of the sequence is a conformationally restricted Claisen rearrangement.The method affords complete control of the absolute and relative stereochemistry of all three stereogenic centers in pipecolic ester 22 which is obtained in 33percent overall yield from N-t-BOC-L-alanine ethyl ester 16a.
STEREOSELECTIVE SYNTHESIS OF SUBSTITUTED PIPECOLIC ACIDS
Angle, Steven R.,Arnaiz, Damian O.
, p. 515 - 518 (2007/10/02)
The stereoselective synthesis of Δ4,5-pipecolic acid derivatives is described.The key step in the sequence is a sigmatropic rearrangement.
