ChemInform Abstract: New Synthesis of Multisubstituted Cyanocyclopropanes by the Intramolecular SN2 Alkylation and 1,3-CC Insertion Reaction of Magnesium Carbenoids as the Key Reactions.
โ Scribed by Hideki Saitoh; Tatsuya Watanabe; Tsutomu Kimura; Yuichi Kato; Tsuyoshi Satoh
- Book ID
- 112047554
- Publisher
- John Wiley and Sons
- Year
- 2012
- Weight
- 37 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0931-7597
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๐ SIMILAR VOLUMES
Addition reaction of 1-chlorovinyl p-tolyl sulfoxides, derived from ketones and chloromethyl p-tolyl sulfoxide, with cyanomethyllithium gave adducts in quantitative yields. Treatment of the adducts with i-PrMgCl in THF resulted in the formation of cyanocyclopropanes via the intramolecular alkylation
Treatment of 1-chlorovinyl p-tolyl sulfoxides, derived from ketones and chloromethyl p-tolyl sulfoxide, with lithium enolate of carboxylic acid tert-butyl esters gave adducts in high yields. The adducts were converted to 1-chlorocyclobutyl p-tolyl sulfoxides in four steps in high overall yields. Tre