353506-66-8Relevant articles and documents
Ligand-Dependent Regiodivergent Enantioselective Allylic Alkylations of α-Trifluoromethylated Ketones
Zhu, Yi,Ni, Yifan,Lu, Chenxi,Wang, Xiaochen,Wang, Yi,Xue, Xiao-Song,Pan, Yi
supporting information, p. 2443 - 2448 (2021/04/05)
The asymmetric introduction of the CF3 unit is a powerful tool for modifying pharmacokinetic properties and slowing metabolic degradation in medicinal chemistry. A catalytic and enantioselective addition of α-CF3 enolates allows for expeditious access to
New allyldithiocarbimates: Synthesis, Structure and Antifungal Activity against Phakopsora pachyrhizi and Hemileia vastatrix
Vidigal, Antonio E.C.,Rubinger, Mayura M.M.,da Silva, Lucas F.,Zambolim, Laércio,Pereira, Arthur B.D.,Guilardi, Silvana,Souza, Rafael A.C.,Ellena, Javier
, p. 703 - 715 (2020/04/27)
Twelve tetraphenylphosphonium allyldithiocarbimates were synthesized and fully characterized by high-resolution electrospray ionization mass spectrometry (HR-ESI-MS), infrared and nuclear magnetic resonance (NMR) spectroscopies. The spectroscopic data ind
Enantioselective Lewis base catalyzed phosphonyldifluoromethylation of allylic fluorides using a: C -silyl latent pronucleophile
Zi, You,Lange, Markus,Vilotijevic, Ivan
supporting information, p. 5689 - 5692 (2020/06/19)
The first enantioselective phosphonyldifluoromethylation is enabled by the use of diethyl (difluoro(trimethylsilyl)-methyl)phosphonate reagent as a latent pronucleophile in the Lewis base catalyzed substitution of allylic fluorides. The reaction proceeds
Regioselective dehydroxytrifluoromethylthiolation of allylic and propargylic alcohols with AgSCF3
Liu, Yin-Li,Xu, Xiu-Hua,Qing, Feng-Ling
supporting information, p. 953 - 956 (2019/03/07)
The reaction of easily available Morita–Baylis–Hillman (MBH) alcohols with AgSCF3 in the presence of n-Bu4NI and KI affords primary allylic SCF3 products in high yields and excellent regioselectivities. This regioselective dehydroxytrifluoromethylthiolation protocol could also be extended to propargylic alcohols for the preparation of the primary propargylic SCF3 products.
Latent Nucleophiles in Lewis Base Catalyzed Enantioselective N-Allylations of N-Heterocycles
Zi, You,Lange, Markus,Schultz, Constanze,Vilotijevic, Ivan
supporting information, p. 10727 - 10731 (2019/07/09)
Latent nucleophiles are compounds that are themselves not nucleophilic but can produce a strong nucleophile when activated. Such nucleophiles can expand the scope of Lewis base catalyzed reactions. As a proof of concept, we report that N-silyl pyrroles, i
SO2F2 mediated cascade dehydrogenative Morita-Baylis-Hillman reaction of the C(sp3)-H of primary alcohols with the C(sp2)-H of electron-deficient olefins for the assembly of allylic alcohols
Jiang, Ying,Alharbi, Njud S.,Sun, Bing,Qin, Hua-Li
, p. 29784 - 29787 (2019/10/02)
A cascade dehydrogenative Morita-Baylis-Hillman reaction of the C(sp3)-H of primary alcohols with the C(sp2)-H of electron-deficient olefins for forming allylic alcohols mediated by SO2F2 was developed. This method provides a mild process for the preparation of allylic alcohol moieties without the requirement of transition metals.
Ir-Catalyzed Asymmetric Hydrogenation of α-Alkylidene β-Lactams and Cyclobutanones
Xia, Jingzhao,Nie, Yu,Yang, Guoqiang,Liu, Yangang,Gridnev, Ilya D.,Zhang, Wanbin
supporting information, p. 612 - 618 (2018/06/22)
Chiral β-lactams and cyclobutanones are present in numerous natural and pharmaceutical products. The stereoselective construction of chiral four-membered cyclic compounds is an ongoing challenge for the chemical community. Herein, we report a highly stere
Umpolung of o-Hydroxyaryl Azomethine Ylides: Entry to Functionalized ?-Aminobutyric Acid under Phosphine Catalysis
Chen, Qingqing,Bao, Yishu,Yang, Xiuqin,Dai, Zonghao,Yang, Fulai,Zhou, Qingfa
supporting information, p. 5380 - 5383 (2018/09/13)
A phosphine-catalyzed reaction between o-hydroxyaryl azomethine ylides and MBH carbonates provides access to highly functionalized ?-aminobutyric acid derivatives in moderate to good yields. Mechanistically, the reaction involves a phosphine-catalyzed tandem SN2′/2-aza-Cope rearrangement/intramolecular addition process.
A cascade synthesis of: S -allyl benzoylcarbamothioates via Mumm-type rearrangement
Dahiya, Anjali,Ali, Wajid,Alam, Tipu,Patel, Bhisma K.
supporting information, p. 7787 - 7791 (2018/11/21)
A catalyst and solvent free synthesis of S-allyl benzoylcarbamothioates has been achieved from the in situ generated benzoylcarbonimidothioates obtained by reacting MBH alcohols with aroyl isothiocyanates. An intramolecular thia-Michael addition of the in
Efficient synthesis of N-allylated 2-nitroiminoimidazolidine analogues from Baylis–Hillman bromides
Kumar, Sriramoju Bharath,Pavan Kumar, Chebolu Naga Sesha Sai,Santhoshi, Amlipur,Kumar, Koochana Pranay,Murthy,Jayathirtha Rao, Vaidya
supporting information, p. 131 - 136 (2017/01/11)
Various Baylis–Hillman–derived new N-allylated 2-nitroiminoimidazolidine analogs were efficiently prepared using potassium carbonate as base. Simple workup procedure, excellent yields, and mild reaction conditions are the salient features of this method. All the synthesized compounds are screened for their larvicidal activity on fourth instar mosquito larvae, Culex quinquefasciatus.
