19352-10-4Relevant articles and documents
Catalytic Regioselective Isomerization of 2,2-Disubstituted Oxetanes to Homoallylic Alcohols
Cabré, Albert,Lledós, Agustí,Rafael, Sergi,Riera, Antoni,Sciortino, Giuseppe,Ujaque, Gregori,Verdaguer, Xavier
supporting information, p. 7521 - 7527 (2020/03/24)
The selective isomerization of strained heterocyclic compounds is an important tool in organic synthesis. An unprecedented regioselective isomerization of 2,2-disubstituted oxetanes into homoallylic alcohols is described. The use of tris(pentafluorophenyl
Flow microreactor synthesis of 2,2-disubstituted oxetanes via 2-phenyloxetan-2-yl lithium
Degennaro, Leonardo,Nagaki, Aiichiro,Moriwaki, Yuya,Romanazzi, Giuseppe,Dell'anna, Maria Michela,Yoshida, Jun-Ichi,Luisi, Renzo
, p. 377 - 382 (2017/02/10)
A mild and sustainable synthesis of 2,2-disubstituted oxetanes has been achieved through the use of a fow microreactor system. By controlling the residence time a highly unstable intermediate such as 2-phenyloxetan-2-yl lithium can be generated and trappe
Flow microreactor synthesis of 2,2-disubstituted oxetanes via 2-phenyloxetan-2-yl lithium
Degennaro, Leonardo,Nagaki, Aiichiro,Moriwaki, Yuya,Romanazzi, Giuseppe,Del'Anna, Maria Michela,Yoshida, Jun-Ichi,Luisi, Renzo
, p. 377 - 382 (2017/02/26)
A mild and sustainable synthesis of 2,2-disubstituted oxetanes has been achieved through the use of a flow microreactor system. By controlling the residence time a highly unstable intermediate such as 2-phenyloxetan-2-yl lithium can be generated and trapp
Exploiting the lithiation-directing ability of oxetane for the regioselective preparation of functionalized 2-aryloxetane scaffolds under mild conditions
Coppi, Donato Ivan,Salomone, Antonio,Perna, Filippo Maria,Capriati, Vito
supporting information; body text, p. 7532 - 7536 (2012/09/10)
Oxetane nudges in the DoM direction! Regioselective ortho-lithiation induced by an oxetane ring has been achieved. The reaction provides easy access to ortho-functionalized 2-aryloxetanes also through a lithiation/borylation Suzuki-Miyaura cross-coupling. The lithiation-directing ability of oxetane and the proton transfer mechanism have been investigated by competitive metalation and kinetic isotope effect studies. Copyright
2-Lithiated-2-phenyloxetane: A new attractive synthon for the preparation of oxetane derivatives
Coppi, Donato Ivan,Salomone, Antonio,Perna, Filippo Maria,Capriati, Vito
, p. 9918 - 9920 (2011/10/09)
A valuable and direct method to access 2-substituted-2-phenyloxetanes by electrophilic quenching of the corresponding 2-lithiated derivative has, for the first time, been described. 2-Lithiated-2-phenyloxetane was found to be configurationally unstable. E
Reaction of sulfonimidamide Anions with Electrophiles
Okuma, Kentaro,Koike, Tetsufumi,Ohta, Hiroshi
, p. 4190 - 4193 (2007/10/02)
The reaction of alkylsulfonimidamides with bases gave corresponding carboanions, which were allowed to react with carbonyl compounds to give (2-hydroxyalkyl)sulfonimidamides in good yields.When benzoic anhydride or chlorotrimethylsilane was treated with these anions, corresponding phenacylsulfonimidamides or (trimethylsilyl)methylsulfonimidamides were obtained.On the other hand, the reaction of methyl N-p-tosylsulfonimidmorpholide anion with carbonyl compounds afforded epoxides or oxetanes in good yields.