54130-67-5Relevant articles and documents
Lithium BINOL phosphate catalyzed desymmetrization of meso-epoxides with aromatic thiols
Ingle, Gajendrasingh,Mormino, Michael G.,Antilla, Jon C.
supporting information, p. 5548 - 5551 (2015/02/19)
A highly enantioselective method for desymmetrization of meso-epoxides using thiols is reported. This is the first example of epoxide activation achieved using metal BINOL phosphates. The reaction has a broad scope in terms of epoxide substrates and aroma
Salan-vanadium catalyzed enantioselective desymmetrization of meso-epoxides with aromatic thiols
Sun, Jiangtao,Gu, Weijin,Huang, Yijun,Pan, Xu,Zhu, Chengjian
experimental part, p. 329 - 331 (2010/04/23)
The first example of salan-vanadium catalyzed enantioselective ring-opening of meso-epoxides has been reported, which furnished β-hydroxy sulfides in good yields and moderate enantioselectivities.
Enantioselective ring-opening reaction of meso-epoxides with ArSH catalyzed by heterobimetallic Ti-Ga-Salen system
Sun, Jiangtao,Yuan, Fang,Yang, Minghua,Pan, Yi,Zhu, Chengjian
experimental part, p. 548 - 551 (2009/04/14)
The enantioselective ring-opening reaction of meso-epoxides with aryl thiols catalyzed by a chiral heterobimetallic Ti-Ga-Salen complex was realized, and the 1,2-mercapto alcohols were obtained in good yields and moderate to high enantioselectivities (up
Catalytic asymmetric ring-opening reaction of meso-epoxides with aryl selenols and thiols catalyzed by a heterobimetallic gallium-titanium-salen complex
Sun, Jiangtao,Yang, Minghua,Yuan, Fang,Jia, Xuefeng,Yang, Xia,Pan, Yi,Zhu, Chengjian
supporting information; experimental part, p. 920 - 930 (2009/11/30)
A chiral heterobimetallic Lewis acid complex has been developed as an efficient catalyst. The enantioselective desymmetrization of meso-epoxides with aryl selenols and thiols catalyzed by the heterobimetallic complex has been optimized. The optically active β-arylseleno alcohols and β-hydroxy sulfides were obtained in good yields and high enantioselec- tivities (up to 97% ee and 92% ee, respectively). A strong synergistic effect between different Lewis acids was exhibited in the catalytic process. & copy; 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
Enantioselective synthesis of a novel chiral 2,9-disubstituted 1,10-phenanthroline and first applications in asymmetric catalysis
Nandakumar, Mecheril Valsan,Ghosh, Subrata,Schneider, Christoph
body text, p. 6393 - 6398 (2011/03/19)
The asymmetric synthesis of a novel, C2-symmetric, tetradentate 1,10-phenanthroline is described; it is based on the stereoselective preparation of two functionalized pyridine subunits, which were subsequently joined through two consecutive car
Indium-bipyridine-catalyzed, enantioselective thiolysis of meso-epoxides
Nandakumar, Mecheril Valsan,Tschoep, Andreas,Krautscheid, Harald,Schneider, Christoph
, p. 2756 - 2758 (2008/02/08)
The indium-bipyridine-catalyzed, enantioselective ring-opening of meso-epoxides with aliphatic and aromatic thiols furnished 1,2-mercapto alcohols in good yields and excellent enantioselectivities; the crystal structure of the chiral catalyst reveals a pe
Chiral scandium-catalyzed highly stereoselective ring-opening of meso-epoxides with thiols
Ogawa, Chikako,Wang, Naiwei,Kobayashi, Shu
, p. 34 - 35 (2007/10/03)
The desymmetrization of meso-epoxides with thiols proceeded smoothly in dichloromethane or dichloroethane in the presence of a catalytic amount of a chiral scandium complex consisting of Sc(OTf)3 and chiral bipyridine 1, to afford the correspon
Enantioselective ring-opening reaction of meso-epoxides with ArSH catalyzed by a C2-symmetric chiral bipyridyldiol-titanium complex
Chen, Yi-Jing,Chen, Chinpiao
, p. 1313 - 1319 (2008/02/09)
This study describes a C2-symmetric ligand comprising a central bipyridine-pinene-derived core and two functionalized diphenylmethanol subunits. [8′-(Hydroxy-diphenyl-methyl)-10,10,10′,10′-tetramethy l-[5,5′]bi[6-aza-tricyclo[7.1.1.02,7/s
Chiral scandium-catalysed enantioselective ring-opening of meso-epoxides with N-heterocycle, alcohol and thiol derivatives in water
Boudou, Marine,Ogawa, Chikako,Kobayashi, Shu
, p. 2585 - 2589 (2007/10/03)
In the presence of catalytic amounts of Sc(OSO3C 12H25)3 and a chiral bipyridine ligand, asymmetric ring-opening of meso-epoxides with aromatic N-heterocycles, an alcohol and thiols proceeded smoothly to afford
Highly enantioselective reactions of configurationally labile α-thioorganolithiums using chiral bis(oxazoline)s via two different enantiodetermining steps
Nakamura,Nakagawa,Watanabe,Toru
, p. 11340 - 11347 (2007/10/03)
A cumene solution of α-stannyl benzyl phenyl sulfide was treated with n-BuLi and bis(oxazoline)-(l)Pr at -78 °C and subsequently with benzophenone to give the product with 99% ee. We confirmed that the reaction of α-lithio benzyl phenyl sulfide proceeds t
