. alpha.,. beta.-Epoxy sulfoxides as useful intermediates in organic synthesis. 21. A novel approach to the asymmetric synthesis of epoxides, allylic alcohols,. alpha.- …

…, T Oohara, Y Ueda, K Yamakawa

Index: Satoh, Tsuyoshi; Oohara, Teruhiko; Ueda, Yoshiko; Yamakawa, Koji Journal of Organic Chemistry, 1989 , vol. 54, # 13 p. 3130 - 3136

Full Text: HTML

Citation Number: 2

Abstract

A practical and relatively inexpensive procedure for the preparation of (-)-chloromethyl p- tolyl sulfoxide of high optical purity was accomplished by the chlorination of optically pure (+)- methyl p-tolyl sulfoxide with N-chlorosuccinimide in the presence of K2C03. The (-)- chloromethyl p-tolyl sulfoxide was alkylated to give a diastereomeric mixture of (-)-1- chloroalkyl p-tolyl sulfoxides. Addition of the anion derived from these sulfoxides to ...

Related Articles:

Structure elucidation and stereoselective total synthesis of pavettamine, the causal agent of gousiekte

[Bode, Moira L.; Gates, Paul J.; Gebretnsae, Samson Y.; Vleggaar, Robert Tetrahedron, 2010 , vol. 66, # 11 p. 2026 - 2036]

Optical resolution of methyl phenyl and benzyl methyl sulfoxides and alkyl phenylsulfinates by complexation with chiral host compounds derived from tartaric acid

[Journal of the Chemical Society, Chemical Communications, , # 6 p. 639 - 640]

Recycling the tert-butanesulfinyl group in the synthesis of amines using tert-butanesulfinamide

[Shibata, Norio; Matsunaga, Mitsuharu; Nakagawa, Masaya; Fukuzumi, Takeo; Nakamura, Shuichi; Toru, Takeshi Journal of the American Chemical Society, 2005 , vol. 127, # 5 p. 1374 - 1375]

Optically active tripodal dendritic polyoxometalates: synthesis, characterization and their use in asymmetric sulfide oxidation with hydrogen peroxide

[Jahier, Claire; Coustou, Marie-Flora; Cantuel, Martine; McClenaghan, Nathan D.; Buffeteau, Thierry; Cavagnat, Dominique; Carraro, Mauro; Nlate, Sylvain European Journal of Inorganic Chemistry, 2011 , # 5 p. 727 - 738]

Chemistry of oxaziridines. 18. Synthesis and enantioselective oxidations of the [(8, 8-dihalocamphoryl) sulfonyl] oxaziridines

[Davis, Franklin A.; Weismiller, Michael C.; Murphy, Christopher K.; Reddy, R. Thimma; Chen, Band-Chi Journal of Organic Chemistry, 1992 , vol. 57, # 28 p. 7274 - 7285]

More Articles...