21286-78-2Relevant articles and documents
The efficient direct synthesis of N,O-acetal compounds as key intermediates of discorhabdin A: Oxidative fragmentation reaction of α-amino acids or β-amino alcohols by using hypervalent iodine(III) reagents
Harayama, Yu,Yoshida, Masako,Kamimura, Daigo,Wada, Yasufumi,Kita, Yasuyuki
, p. 4893 - 4899 (2006)
Hypervalent iodine(III) reagents are readily available, easy to handle, and have a low toxicity and similar reactivities to those of heavy metal reagents, and hence they are used for various oxidative reactions. The oxidative cleavage of alkynes or carbon
Synthesis of unnatural amino acids from serine derivatives by β-fragmentation of primary alkoxyl radicals
Boto, Alicia,Gallardo, Juan A.,Hernandez, Dacil,Hernandez, Rosendo
, p. 7260 - 7269 (2008/02/11)
(Chemical Equation Presented) The fragmentation of primary alkoxyl radicals has been scarcely used in synthesis since other competing processes (such as oxidation or hydrogen abstraction) usually predominate. However, when serine derivatives were used as
INDIRECT ELECTROCHEMICAL α-METHOXYLATION OF N-ACYL AND N-CARBOALKOXY α-AMINO ACID ESTERS AND APPLICATION AS CATIONIC GLYCINE EQUIVALENTS
Ginzel, Klaus-Dieter,Brungs, Peter,Steckhan, Eberhard
, p. 1691 - 1702 (2007/10/02)
Indirect electrochemical methoxylation of N-acyl and N-carboalkoxy α-amino acid esters in α-position to nitrogen is possible, if chloride is used as mediator.The course of the reaction depends upon the protecting group as well as upon the amino acid side-chain.Increased electron withdrawing effects of the protecting group are accelerating the reaction.On the other hand aliphatic side-chains are diminishing the reactivity.High chloride ion concentrations improve the current yields surprisingly strong.