95205-00-8Relevant academic research and scientific papers
Direct observation of the unstable intermediates in radical addition reaction by using an interfacing microchip combined with an NMR
Nakakoshi, Masamichi,Ueda, Masafumi,Sakurai, Satoshi,Asakura,Utsumi, Hiroshi,Miyata, Okiko,Naito, Takeaki,Takahashi, Yutaka
, p. 989 - 992 (2007)
Direct observation of the unstable intermediate in the radical addition reaction of the oxime ether 1 mediated by triethylborane (Et3B) is described using 1H and 11B micro channeled cell for synthesis monitoring (MICCS), w
Addition of electrophilic and heterocyclic carbon-centered radicals to glyoxylic oxime ethers
McNabb, Stephen B.,Ueda, Masafumi,Naito, Takeaki
, p. 1911 - 1914 (2007/10/03)
Equation presented. Stabilized primary radicals can be formed from alkyl halides in an atom transfer process with Et3B. This process depends on the strength of the carbon-halogen bond and the stability of the resulting primary radical. Radicals
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
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
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
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 (2007/10/03)
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
Intermolecular alkyl radical addition to the carbon-nitrogen double bond of oxime ethers and hydrazones
Miyabe, Hideto,Shibata, Ryouhei,Sangawa, Masato,Ushiro, Chikage,Naito, Takeaki
, p. 11431 - 11444 (2007/10/03)
Intermolecular carbon radical addition to the carbon-nitrogen double bond of oxime ethers and hydrazones was studied. The reaction of unactivated aldoxime ethers proceeded smoothly in the presence of BF3·OEt2 to give the alkylated products in high yields via the free radical-mediated carbon- carbon bond-forming process.
Carbon-Carbon bond formation via intermolecular carbon radical addition to aldoxime ethers
Miyabe, Hideto,Shibata, Ryouhei,Ushiro, Chikage,Naito, Takeaki
, p. 631 - 634 (2007/10/03)
The first example of intermolecular carbon radical addition to unactivated aldoxime ethers in the presence of BF3-OEt2 has provided a new efficient carbon-carbon bond-forming method for the synthesis of a variety of amines.
