The Journal of organic chemistry

Oxidation of cis-and trans-3, 5-Di-tert-butyl-3, 5-diphenyl-1, 2, 4-trithiolanes: Isolation and Properties of the 1-Oxides and the 1, 2-Dioxides

H Oshida, A Ishii, J Nakayama

Index: Oshida, Hideaki; Ishii, Akihiko; Nakayama, Juzo Journal of Organic Chemistry, 2004 , vol. 69, # 5 p. 1695 - 1703

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Citation Number: 20

Abstract

Oxidation of trans-3, 5-di-tert-butyl-3, 5-diphenyl-1, 2, 4-trithiolane with dimethyldioxirane (DMD) or m-chloroperbenzoic acid (MCPBA) gave two stereoisomeric (1 S*, 3 S*, 5 S*)-and (1 R*, 3 S*, 5 S*)-1-oxides (16 and 17, respectively). Oxidation of 16 with DMD gave the (1 S*, 2 R*, 3 S*, 5 S*)-1, 2-dioxide (18) and the 1, 1-dioxide 19, and that of 17 yielded the (1 R*, 2 R*, 3 S*, 5 S*)-1, 2-dioxide (20) mainly along with 18 and 19. The structures of the 1, ...