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Lewis acid-induced nucleophilic substitution reactions of .beta.-nitro sulfides via episulfonium ions

โœ Scribed by Ono, Noboru; Kamimura, Akio; Sasatani, Hiroyuki; Kaji, Aritsune

Book ID
111966435
Publisher
American Chemical Society
Year
1987
Tongue
English
Weight
417 KB
Volume
52
Category
Article
ISSN
0022-3263

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The ring-opening reaction of epoxy sulfides with phenylboronic acid in benzene has been demonstrated to occur stereospecifically via episulfonium ions, i.e., with double inversion of configuration, giving rise to phenylboronic esters of 2,3-diols in quantitative yields.