Asymmetric oxidation of racemic 2-substituted 1,3-oxathianes.
作者： Bunnai Saito , Tsutomu Katsuki
DOI: 10.1002/CHIR.10149
关键词: Organic chemistry 、 Enantioselective synthesis 、 Catalysis 、 Chirality (chemistry) 、 Chemistry 、 Urea hydrogen peroxide
摘要: Racemic 2-substituted 1,3-oxathianes were oxidized with good to high enantiomer-differentiation by using urea hydrogen peroxide addition compound as oxidant in the presence of a catalytic amount di-μ-oxo Ti(salen) complex, giving corresponding sulfoxides diastereoselectively. Chirality 15:24–27, 2003. © 2002 Wiley-Liss, Inc.
sci-hub.se 参考文章(16)
Tomoaki Tanaka, Bunnai Saito, Tsutomu Katsuki, Highly enantioselective oxidation of cyclic dithioacetals by using a Ti(salen) and urea·hydrogen peroxide system Tetrahedron Letters. ,vol. 43, pp. 3259- 3262 ,(2002) , 10.1016/S0040-4039(02)00535-X
M. Nakamura, T. Itoh, H. Okawa, S. Kida, Synthesis and properties of iron(III) complexes with N,N′-disalicylideneethylenediamine and a bidentate ligand Journal of Inorganic and Nuclear Chemistry. ,vol. 43, pp. 2281- 2284 ,(1981) , 10.1016/0022-1902(81)80249-7
Bunnai Saito, Tsutomu Katsuki, Mechanistic consideration of Ti(salen)-catalyzed asymmetric sulfoxidation Tetrahedron Letters. ,vol. 42, pp. 8333- 8336 ,(2001) , 10.1016/S0040-4039(01)01789-0
O Bortolini, F Di Furia, G Licini, G Modena, M Rossi, Asymmetric oxidation of 1,3-dithiolanes. A route to the optical resolution of carbonyl compounds Tetrahedron Letters. ,vol. 27, pp. 6257- 6260 ,(1986) , 10.1016/S0040-4039(00)85446-5
Chiho Kokubo, Tsutomu Katsuki, Highly enantioselective catalytic oxidation of alkyl aryl sulfides using Mn-salen catalyst Tetrahedron. ,vol. 52, pp. 13895- 13900 ,(1996) , 10.1016/0040-4020(96)00851-4
John R. Cashman, Leslie D. Olsen, Lester M. Bornheim, Oxygenation of dialkyl sulfides by a modified Sharpless reagent: a model system for the flavin-containing monooxygenase Journal of the American Chemical Society. ,vol. 112, pp. 3191- 3195 ,(1990) , 10.1021/JA00164A048
M. Calligaris, G. Manzini, G. Nardin, L. Randaccio, Ligand properties of quadridentate Schiff's bases. The crystal and molecular structure of the mixed-ligand complex [NN′-ethylenebis(salicylideneiminato)](acetylacetonato)cobalt(III)–0·7 water J. Chem. Soc., Dalton Trans.. pp. 543- 547 ,(1972) , 10.1039/DT9720000543
Yuri N. Belokon’, Brendan Green, Nicolai S. Ikonnikov, Vladimir S. Larichev, Boris V. Lokshin, Margarita A. Moscalenko, Michael North, Charles Orizu, Alexander S. Peregudov, Galina I. Timofeeva, Mechanistic Investigation of the Asymmetric Addition of Trimethylsilyl Cyanide to Aldehydes Catalysed by Dinuclear Chiral (Salen)titanium Complexes European Journal of Organic Chemistry. ,vol. 2000, pp. 2655- 2661 ,(2000) , 10.1002/1099-0690(200007)2000:14<2655::AID-EJOC2655>3.0.CO;2-O
Randall B. Lauffer, Robert H. Heistand, Lawrence Que, Dioxygenase models. Crystal structures of the 2,4-pentanedionato, phenanthrenesemiquinone, and catecholato complexes of N,N'-ethylenebis(salicylideneaminato)iron(III) Inorganic Chemistry. ,vol. 22, pp. 50- 55 ,(1983) , 10.1021/IC00143A013
Diane Cummins, E. Donald McKenzie, Harry Milburn, Steric strain in cobalt(III) compounds. Crystal and molecular structure of dibenzoylmethanato-O,O′-[NN′-o-phenylenebis(salicylideneiminato)]cobalt(III) J. Chem. Soc., Dalton Trans.. pp. 130- 135 ,(1976) , 10.1039/DT9760000130