33993-53-2Relevant articles and documents
Preparation and Isolation of a Chiral Methandiide and Its Application as Cooperative Ligand in Bond Activation
Feichtner, Kai-Stephan,Englert, Simon,Gessner, Viktoria H.
, p. 506 - 510 (2016)
The activation of element-hydrogen bonds by means of metal-ligand cooperation has received increasing attention as alternative to classical activation processes, which exclusively occur at the metal center. Carbene complexes derived from methandiide precu
Chiral Dibenzopentalene-Based Conjugated Nanohoops through Stereoselective Synthesis
Hermann, Mathias,Wassy, Daniel,Kohn, Julia,Seitz, Philipp,Betschart, Martin U.,Grimme, Stefan,Esser, Birgit
supporting information, p. 10680 - 10689 (2021/04/02)
Conjugated nanohoops allow to investigate the effect of radial conjugation and bending on the involved π-systems. They can possess unexpected optoelectronic properties and their radially oriented π-system makes them attractive for host–guest chemistry. Be
Enantiopure sulfoximines-catalyzed 1, 4-additions to 2-en-ketone
Zhao, Hongwei,Han, Hui,Yang, Hengquan,wang, Li
, p. 210 - 213 (2018/06/26)
An efficient chiral catalyst procedure for the preparation of β-chiral ketone via the 1, 4-additions reaction of 2-en-ketone has been developed using enantiopure sulfoximines modified with functional groups as ligands. The carefully design and synthesized
Asymmetric synthesis of γ-lactones through reaction of sulfoxonium ylides, aldehydes, and ketenes
Peraino, Nicholas J.,Ho, Han-Jen,Mondal, Mukulesh,Kerrigan, Nessan J.
, p. 4260 - 4263 (2014/07/22)
A method for the enantioselective synthesis of γ-lactones through the reaction of enantioenriched sulfoxonium ylides, aldehydes, and ketenes was developed. Enantioenriched (98% ee) aminosulfoxonium ylide was subjected to reaction with a variety of aldehydes (both aromatic and aliphatic) and disubstituted ketenes, leading to the formation of α,β-substituted γ-lactones in moderate to very good diastereoselectivity (dr up to 95:5) and with enantiomeric excesses of up to 79% ee. Best levels of enantioselectivity were observed in the reactions of enantioenriched aminosulfoxonium ylide with isobutyraldehyde and various alkylarylketenes.
Synthesis of chiral sulfoximine-based thioureas and their application in asymmetric organocatalysis
Frings, Marcus,Thome, Isabelle,Bolm, Carsten
, p. 1443 - 1451 (2012/10/29)
For the first time, chiral sulfoximine derivatives have been applied as asymmetric organocatalysts. In combination with a thioureatype backbone the sulfonimidoyl moiety leads to organocatalysts showing good reactivity in the catalytic desymmetrization of a cyclic meso-anhydride and moderate enantioselectivity in the catalytic asymmetric Biginelli reaction. Straightforward synthetic routes provide the newly designed thiourea-sulfoximine catalysts in high overall yields without affecting the stereohomogeneity of the sulfur-containing core fragment.
Total syntheses of the sesquiterpenoids (+)-trans-dracunculifoliol and (+)-4-hydroxyoppositan-7-one
Oballa, Renata M.,Carson, Rebekah,Lait, Susan,Cadieux, Jay A.,Robichaud, Jo?l
, p. 2761 - 2766 (2007/10/03)
Sesquiterpenoids (+)-trans-dracuncuflifoliol (1) and (+)-4- hydroxyoppositan-7-one (2) were prepared stereoselectively from enantiomerically pure (7aR)-7a-methyl-1,2,5,6,7,7a-hexahydro-4H-inden-4-one ((-)-6), whose synthesis was described herein. Conjugat
N,S-DIMETHYL-S-PHENYLSULFOXIMINE. A REAGENT FOR THE OPTICAL RESOLUTION OF KETONES
Johnson, Carl R.,Zeller, James R.
, p. 1225 - 1234 (2007/10/02)
The addition of the α-lithio derivative of (+)- or (-)-N,S-dimethyl-S-phenylsulfoximine to selected dl-ketones was carried out at -78 deg C in tetrahydrofuran followed by acid quench at that temperature to produce mixtures of diastereomeric β-hydroxysulfoximines.The optically-active diastereomers were chromatographically separated on silica gel.The purified diastereomers were thermolyzed at ca. 130 deg to produce optically-active ketones and the optically-active sulfoximine which could be recycled.