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New odorless method for the Corey–Kim and Swern oxidations utilizing dodecyl methyl sulfide (Dod-S-Me)

Shin-Ichi Ohsugi, Kiyoharu Nishide, Keiji Oono, Kazunori Okuyama, Masato Fudesaka, Sumiaki Kodama and Manabu Node*

*Kyoto Pharmaceutical University, Misasagi, Yamashina, Kyoto 607-8414, Japan, Email: nodemb.kyoto-phu.ac.jp

S.-I. Ohsugi, K. Nishide, K. Oono, K. Okuyama, M. Fudesaka, S. Kodama, M. Node, Tetrahedron, 2003, 59, 8393-8398.

DOI: 10.1016/j.tet.2003.08.055


Abstract

Dodecyl methyl sulfide is an odorless alternatives to dimethyl sulfide in Swern and Corey-Kim Oxidations. New green chemistry methods for the Corey-Kim reaction utilizing Dod-S-Me and common solvents instead of dichloromethane are described.

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Dod-S-Me and Methyl 6-Morpholinohexyl Sulfide (MMS) as New Odorless Borane Carriers

P. K. Patra, K. Nishide, K. Fuji, M. Node, Synthesis, 2004, 1003-1006.

A practical improvement of odorless Corey-Kim and Swern oxidations

K. Nishide, P. K. Patra, M. Matoba, K. Shanmugasundaram, M. Node, Green Chem., 2004, 6, 142 - 146. DOI: 10.1039/b312849k


Key Words

Corey-Kim Oxidation, Swern Oxidation, Green Chemistry


ID: J72-Y2003-810