22198-56-7Relevant academic research and scientific papers
Organocatalytic Isomerization/Allylic Alkylation of O-Acylated Hemithioacetals and Their Application in Tandem Sequence to Access 2,7-Dioxabicyclo[2.2.1]heptan-3-one Derivatives
Zhang, Huan-Qing,Xi, Ji-Ming,Liao, Wei-Wei
, p. 1168 - 1180 (2020/01/31)
A novel protocol for the efficient preparation of α-hydroxy allylic thioesters via a Lewis base-catalyzed tandem isomerization/allylic alkylation process is reported. The resulting allylic thioesters can serve as valuable scaffolds to undergo a stereosele
Catalyst-directed guidance of sulfur-substituted enediolates to stereoselective carbon-carbon bond formation with aldehydes
Uraguchi, Daisuke,Yamada, Kohei,Sato, Makoto,Ooi, Takashi
supporting information, p. 5110 - 5117 (2018/04/24)
A highly chemo-, regio-, and stereoselective glycolate aldol reaction of sulfur-substituted enediolates with aldehydes was developed by employing a l-cyclohexylglycine-derived chiral iminophosphorane as a catalyst. The key for establishing this protocol i
Pummerer reaction of sulfoxides in acetic anhydride catalyzed by Al-MCM-41
Ito, Suguru,Kubota, Yoshihiro,Asami, Masatoshi
, p. 16 - 18 (2016/01/20)
The Pummerer reaction of acetic anhydride with both alkyl aryl sulfoxides and dialkyl sulfoxides was efficiently promoted by a mesoporous aluminosilicate Al-MCM-41 to afford the corresponding α-acetoxy sulfides in high yields. The catalyst was easily reco
Organocatalytic asymmetric tandem condensation-intramolecular rearrangement-protonation: An approach to optically active α-amino thioester derivatives
Capitta, Francesca,Frongia, Angelo,Piras, Pier Paolo,Pitzanti, Patrizia,Secci, Francesco
supporting information; experimental part, p. 490 - 494 (2012/01/15)
An unprecedented and conceptually novel chiral Bronsted base/Bronsted acid catalytic method for the enantioselective synthesis of α-amino thioesters through a tandem condensation-intramolecular rearrangement-protonation has been developed which provides a number of important synthetic building blocks in good yield and with moderate to good enantioselectivities.
Enantioselective organocatalytic rearrangement of α-acyloxy- β-keto sulfides to α-acyloxy thioesters
Capitta, Francesca,Frongia, Angelo,Piras, Pier Paolo,Pitzanti, Patrizia,Secci, Francesco
supporting information; experimental part, p. 2955 - 2960 (2011/02/22)
The first highly enantioselective organocatalytic rearrangement of α-acyloxy-β-keto sulfides to α-acyloxy thioesters has been developed which provides a number of important synthetic building blocks in high yield and with excellent enantioselectivities (e
NUCLEOPHILIC SUBSTITUTION OF α-HALO-KETONES-XXII ACETOLYSIS OF α'-PHENOXY-α-CHLORO-KETONES. A COMPARISON OF THEIR REACTIVITY WITH THAT OF THE CORRESPONDING THIOETHERS
Pusino, A.,Rosnati, V.,Saba, A.
, p. 1893 - 1900 (2007/10/02)
The results obtained in the acetolysis of α-chloro-ketones 1 a-e are compared with those previously reported for the acetolysis of the corresponding α'-phenylthio-α-chloro-ketones 15a-e and discussed in terms of the enolization-solvolysis mechanisms.
NUCLEOPHILIC SUBSTITUTION OF α-HALO KETONES. XXI. STRUCTURE-REACTIVITY RELATIONSHIPS IN THE ACETOLYSIS OF 3-SUBSTITUTED 1-CHLORO-3-PHENYLTHIO-2-PROPANONES
Pusino, Alba,Rosnati, Vittorio,Saba, Antonio,Franco, Andrea
, p. 475 - 482 (2007/10/02)
The acetolyses of α-chloro ketones 1a-d have been re-investigated under standard conditions and compared with those of the corresponding isomeric substrates 2a-d.It has been shown that participation by the neighbouring phenylthio group, involving a 1-3 shift of the latter, does occur in part even in the case of 1d, while it is the only process in the case of 1e.A few structure-reactivity relationships in the two series of substrates are discussed.
