115220-57-0Relevant articles and documents
Carbon-carbon bond construction on solid support: Triethylborane-induced radical reactions of oxime ethers
Miyabe, Hideto,Nishimura, Azusa,Fujishima, Yumi,Naito, Takeaki
, p. 1901 - 1907 (2003)
The triethylborane-induced solid-phase radical reaction was studied. The solid-phase radical reaction of oxime ether anchored to Wang resin proceeded smoothly to give the α-amino acid derivatives. The carbon-carbon bond-forming radical reaction of TentaGe
α-N-HYDROXYAMINO ACID DERIVATIVES
Kolasa, Teodozyj,Sharma, Sushil K.,Miller, Marvin J.
, p. 5431 - 5440 (2007/10/02)
Reactions of organolithium reagents with glyoxylate derived oximes provided a direct route to α-N-hydroxyamino acids.The process required direct attachment of an ionizable group to the glyoxylate carbonyl to prevent competitive reactions.The procedure allowed for direct formation of the α-chiral center of the newly formed α-N-hydroxyamino acid derivative.Introduction of potential chiral auxiliaries on the oxime oxygen resulted in modest diastereoselection.In most instances, use of chiral glyoxylamides also gave low diastereoselectivity.
