77426-68-7Relevant academic research and scientific papers
One-pot synthesis of α-amino acids based on free radical-mediated carbon-carbon bond formation
Miyabe, Hideto,Yoshioka, Naoko,Ueda, Masafumi,Naito, Takeaki
, p. 3659 - 3660 (1998)
The one-pot reaction of 2-hydroxy-2-methoxyacetic acid methyl ester with benzyloxyamine and an alkyl radical provided a convenient method for preparing the protected α-amino acids via a carbon-carbon bond formation by intermolecular carbon radical additio
Indium(I)-mediated radical carbon-carbon bond-forming reaction in aqueous media
Ueda, Masafumi,Miyabe, Hideto,Torii, Masafumi,Kimura, Takahiro,Miyata, Okiko,Naito, Takeaki
experimental part, p. 1341 - 1344 (2010/08/13)
The carbon-carbon bond-forming radical reactions using indium(I) chloride and copper(I) chloride proceeded effectively through a single-electron transfer process in aqueous media.
Zinc-mediated carbon radical addition to glyoxylic imines in aqueous media for the synthesis of α-amino acids
Ueda, Masafumi,Miyabe, Hideto,Sugino, Hisako,Naito, Takeaki
, p. 1124 - 1128 (2007/10/03)
The addition of carbon radicals to glyoxylic imines was studied using zinc dust as a radical initiator. The zinc-mediated radical reaction of glyoxylic oxime ethers and hydrazones proceeded smoothly to give the alkylated products via a carbon-carbon bond-
Indium as a radical initiator in aqueous media: Intermolecular alkyl radical addition to C=N and C=C bond
Miyabe, Hideto,Ueda, Masafumi,Nishimura, Azusa,Naito, Takeaki
, p. 4227 - 4235 (2007/10/03)
The carbon-carbon bond-forming method in aqueous media was investigated by using indium as a single-electron transfer radical initiator. The indium-mediated intermolecular alkyl radical addition to imine derivatives and electron-deficient C=C bond proceeded effectively.
Zinc-mediated radical reaction of glyoxylic oxime ether and hydrazone in aqueous media: Asymmetric synthesis of α-amino acids
Ueda, Masafumi,Miyabe, Hideto,Nishimura, Azusa,Sugino, Hisako,Naito, Takeaki
, p. 2857 - 2859 (2007/10/03)
Alkyl radical addition to glyoxylic oxime ether and hydrazone in aqueous media was studied using zinc dust as a radical initiator. The zinc-mediated radical reaction of the hydrazone bearing a chiral camphorsultam provided the corresponding alkylated prod
Indium-mediated intermolecular alkyl radical addition to electron-deficient C=N bond and C=C bond in water
Miyabe, Hideto,Ueda, Masafumi,Nishimura, Azusa,Naito, Takeaki
, p. 131 - 133 (2007/10/03)
(matrix presented) The intermolecular alkyl radical addition to imine derivatives was studied in aqueous media by using indium as a single-electron-transfer radical initiator. The one-pot reaction based on radical addition to glyoxylic hydrazone provided a convenient method for preparing the α-amino acids. The indium-mediated radical addition to an electron-deficient C=C bond also proceeded effectively to provide the new carbon-carbon bond-forming method in aqueous media.
Reactions of alkyl radicals with oxime ether: One-pot synthesis of α- amino acids
Miyabe, Hideto,Ueda, Masafumi,Yoshioka, Naoko,Yamakawa, Kumiko,Naito, Takeaki
, p. 2413 - 2420 (2007/10/03)
The addition of water-resistant carbon radicals to glyoxylic oxime ether provided a new method for the one-pot synthesis of α-amino acids via a carbon-carbon bond formation. The reaction of 2-hydroxy-2-methoxyacetic acid methyl ester with benzyloxyamine a
Diethylzinc: A chain-transfer agent in intermolecular radical additions. A parallel with triethylborane
Bertrand, Michele P.,Feray, Laurence,Nouguier, Robert,Perfetti
, p. 9189 - 9193 (2007/10/03)
In the presence of oxygen, diethylzinc can be used to promote radical additions to C=N bond containing radical acceptors and to enones. In these reactions, it plays at the same time the role of the initiator and the role of the chain-transfer reagent. A p
Carbon radical addition to glyoxylic oxime ether via iodine atom-transfer process
Miyabe, Hideto,Ueda, Masafumi,Yoshioka, Naoko,Naito, Takeaki
, p. 465 - 467 (2007/10/03)
Intermolecular carbon radical addition to glyoxylic oxime ether was effectively improved by using alkyl iodides and triethylborane which acts multiply as a Lewis acid, a radical initiator and a terminator. The addition of secondary and tertiary alkyl radi
