✦ LIBER ✦
THE REGIOSELECTIVITY OF EPISULPHONIUM RING OPENING. THE EVIDENCE AGAINST THE INVOLVEMENT OF EPISULPHONIUM INTERMEDIATES IN AdE - REACTIONS OF SULPHENYL HALIDES UNDER NON-POLAR CONDITIONS
✍ Scribed by W.A. Smit; A.S. Gybin; V.S. Bogdanov; M.Z. Krimer; E.A. Vorobieva
- Book ID
- 104237195
- Publisher
- Elsevier Science
- Year
- 1978
- Tongue
- French
- Weight
- 315 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
According to the generally held view the AdE-reaction of sulfenyl halides with alkenes proceeds via intermediate formation of episulfonium ions /I/. One of the peculiar features of this reaction is the preferential formation of anti-Markovnikov's adducts for the additions to unsymmetrical alkenes. Thus for the addition of RSHal to propene ('l, R=H), or 2-methylpropene ('l, R=CH3) the ratio of M:aM/2/ was found to be: