29123-92-0Relevant academic research and scientific papers
Metal cation-exchanged montmorillonite(Mn+-mont)-catalysed carbonyl-ene reactions
Tateiwa, Jun-Ichi,Kimura, Akihiro,Takasuka, Masaaki,Uemura, Sakae
, p. 2169 - 2174 (1997)
Metal cation-exchanged montmorillonite (Mn+-mont) works in acetonitrile at 80°C as a Lewis acid catalyst for the intermolecular carbonyl-ene reaction of α-methylstyrenes with paraformaldehyde to give the corresponding homoallylic alcohols, Zr4+-mont being the most effective of the many Mn+-mont catalysts examined. Similarly, the catalyst is also useful for the highly stereoselective intramolecular cyclization of citronellals to afford isopulegols, the reaction being much faster. Regeneration of the catalyst is confirmed for Zr4+-mont, which can be effectively recycled at least five times.
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
Rhodium-Catalyzed Diverse Arylation of 2,5-Dihydrofuran: Controllable Divergent Synthesis via Four Pathways
Dou, Xiaowei,Hayashi, Tamio,Lu, Tao,Xing, Junhao,Ye, Bihai,Zhu, Wanjiang
, p. 2958 - 2963 (2020/03/23)
The rhodium-catalyzed controllable diverse arylation of 2,5-dihydrofuran with arylboronic acids is reported. By fine-tuning of the reaction conditions, four different ring-opening or oxidative arylation pathways are controlled in the rhodium-catalyzed ary
Photoredox-Catalyzed Cyclopropanation of 1,1-Disubstituted Alkenes via Radical-Polar Crossover Process
Luo, Wenping,Yang, Yi,Fang, Yewen,Zhang, Xinxin,Jin, Xiaoping,Zhao, Guicai,Zhang, Li,Li, Yan,Zhou, Wanli,Xia, Tingting,Chen, Bin
supporting information, p. 4215 - 4221 (2019/08/16)
The photoredox-neutral catalyzed cyclopropanation of 1,1-disubstituted alkenes via radical addition-anionic cyclization cascade has been successfully developed. Another new protocol based on photocatalytic allylation and cyclopropanation cascade was also described between allylic halide and halomethyl radical. In addition to the successful use of bis-catecholato silicates as the alkyl radical precursors, the acyl and alkyl radicals derived from 1,4-dihydropyridines were also engaged in this radical-polar crossover process. The competing experiments displayed that the 3-exo-tet mode of cyclization preferred over 4-exo and 5-exo cyclization modes, allowing for the selective 3-exo-tet cyclization. The superior nucleofuge character of bromide over chloride and tosylate has been demonstrated in the reaction of bromomethyl radical with homoallylic (pseudo)halides. This new protocol is characterized by its redox-neutral process, broad substrate scope, mild conditions, and good functional-group compatibility. (Figure presented.).
Scandium(III) triflate catalyzed synthesis of primary homoallylic alcohols via carbonyl-ene reaction
Sultana, Sabera,Bondalapati, Somasekhar,Indukuri, Kiran,Gogoi, Paramartha,Saha, Pipas,Saikia, Anil K.
supporting information, p. 1576 - 1578 (2013/03/28)
Scandium trifluoromethanesulfonate can efficiently catalyze the formation of homoallylic alcohols from olefins and paraformaldehyde in good yields.
FLAVIN DERIVATIVES
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Page/Page column 178, (2011/10/31)
The present invention relates novel flavin derivatives, their use and compositions for use as riboswitch ligands and/or anti-infectives.
Helical triskelion monophosphites as ligands in asymmetric catalysis
Reetz, Manfred T.,Guo, Hongchao,Jun-An, Ma.,Goddard, Richard,Mynott, Richard J.
supporting information; experimental part, p. 4136 - 4142 (2009/09/05)
Members of a new family of chiral triskelion P ligands, namely helical C3-symmetric monophos- phites P(OR)3, have been prepared in two steps Dy monoacylation of (R)- or (S)-1,1'-binaphthyl-2,2'-diol (BINOL) or diphenol using a carboxylic acid chloride followed Dy PCl3 phosphorylation. The most sterically hindered member of these monophosphites, derived from the compound accessible by monoacylation of BINOL using adamantane carboxylic acid chloride, has been characterized by X-ray crystallography and NMR spectroscopy as a single well-defined compound. It exists exclusively in the syn conformation, with a propeller-like (twisted) geometry resulting in helicity. Upon utilization of(R)- or (S)-BINOL in the two-step synthesis, the helicity proves to be P or M, respectively. When used as ligands in the Rh-catalyzed asymmetri c hydrogenation of prochiral homoallylic alcohols, these bulky helical ligands lead to respectable enantioselectivities (79-98percent ee). In contrast, the less sterically congested and more flexible BINOL-derived phenyl analogue exists in several conformeric forms, even in the crystal, and this leads to poor enantioselectivity in the model reactions (ee = 32percent). For the purpose of structural comparison, the analogous monophosphites derived from diphenol were also prepared and characterized. These compounds, again in contrast to the BINOL-derived adamantyl derivatives, occur in several different conformeric states.
An efficient synthesis of enantiomerically pure 2-[(2R)-arylmorpholin- 2-yl]ethanols, key intermediates of tachykinin receptor antagonist
Nishi, Takahide,Ishibashi, Koki,Nakajima, Katsuyoshi,Iio, Yukiko,Fukazawa, Tetsuya
, p. 3251 - 3262 (2007/10/03)
We report herein an efficient and practical synthetic method for the preparation of enantiomerically pure 2[(2R)-arylmorpholin-2-yl]ethanols 1a- d, key intermediates of tachykinin receptor antagonist. Sharpless catalytic asymmetric dihydroxylation of 4a-d was employed to introduce the required absolute stereochemistry, and cyclization of 7a-d was accomplished by the Mitsunobu reaction.
