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Stereospecific ring-opening reaction of epoxy sulfides with phenylboronic acid via episulfonium ions

✍ Scribed by Hiroyuki Hayakawa; Naoko Okada; Masaaki Miyashita

Book ID: 104261206
Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 196 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(99)00412-8

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✦ Synopsis

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.

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