You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via27.1.2.1.1 Method 1: By Deprotonation of Sulfoxonium Salts
Please login to access the full content or check if you have access via
Aggarwal, V.; Richardson, J., Science of Synthesis, (2004) 27, 43.
Sulfoxonium salts 55 are readily deprotonated to give the corresponding sulfoxonium ylides 56 (Scheme 28). The applicability of this method is limited by the number of sulfoxonium salts that can be prepared, as alkylation of sulfoxides generally gives both S- and O-alkylation products. In only a few exceptional cases, most notably for the reaction of dimethyl sulfoxide with iodomethane, does S-alkylation occur exclusively.[128] This method provides a simple synthesis of trimethylsulfoxonium iodide (53, X = I), and thereby the ylide dimethylsulfoxonium methylide (52). More substituted sulfoxonium ylides are prepared by hydrogen atom substitution of 52 (see Section 27.1.2.1.2), thereby making it the most popular and important of all sulfoxonium ylides.
Meeeee 88 Meeeeeeee ee Meeeeeeeeee Meeeee ee Meeeeeeeeeeee
References
| [128] | Meeee, M.; Meeeee, M.; Meeeeeeee, M., Meee. Meee. Mee. Mee., (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 8/8, 888.
- 8.Meeeee-Meee, (8888) M 88-8, 8888.
Return to Top