3174-83-2Relevant articles and documents
Molecular behaviors of formaldehyde encapsulated in supercages of zeolite NaY with different loadings and its intrinsic reactivity for the carbonyl-ene reaction with α-methylstyrene
Sato, Kei-Ichi,Masui, Yoichi,Onaka, Makoto
, p. 1318 - 1324 (2017)
The reactivity of formaldehyde (HCHO) adsorbed in the supercages of zeolite NaY toward α-methylstyrene for the carbonyl-ene reaction was very dependent on the loading amount of HCHO in the NaY pores. We first prepared a series of NaY samples with different amounts of HCHO, and applied them to the carbonyl-ene reaction with excess amounts of α-methylstyrene to evaluate their intrinsic reactivities. It was found that one formaldehyde molecule adsorbed in one supercage of NaY produced 3-phenylbut-3-en-1-ol in the highest yield (83%), while for higher loading amounts of HCHO on NaY, lower yields of the product were obtained because the supercages were narrowed by the HCHO molecules as well as the homoallylic alcohol product and its over-reaction products. We next investigated their states of HCHO adsorbed in the pores by 13CDD/CPMASNMR analysis. When three HCHO molecules were adsorbed in a supercage, it was clarified that all the HCHO was exclusively encapsulated in a monomeric form, while most of the adsorbed HCHO with much higher loading amounts was transformed into 1,3,5-trioxane inside the supercages of NaY as well as paraformaldehyde outside the supercages.
Strong acid-catalyzed electrophilic ring expansion of oxetanes and sulfoxonium ylides
Xie, Wenlai,Xu, Jiaxi,Yuan, Wenhao
, (2021/06/28)
A strong protic acid-catalyzed electrophilic ring expansion of oxetanes into trans-2,3-disubstituted tetrahydrofuran derivatives using sulfoxonium ylides has been developed. This reaction produces functionalized trans-2,3-disubstituted tetrahydrofuran derivatives stereospecifically by using safe and stable sulfoxonium ylides without metal catalysts and the protection of inert gas.
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
, 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