Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
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A Facile One-Pot Benzylation of Sodium Enolates Using Trifluoromethanesulfonic Anhydride and Diphenyl Sulfoxide
Tomofumi TakuwaTomofumi MinowaHidehiko FujisawaTeruaki Mukaiyama
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2005 年 53 巻 5 号 p. 476-480

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A facile one-pot C-benzylation of various sodium enolates derived from methyl malonate, β-ketoesters, a β-cyanoester, a β-cyanosulfone, ketones and a carboxylic ester is reported. Reaction of alkoxydiphenylsulfonium salts formed by treating various benzyl alcohols with diphenyl sulfide bis(trifluoromethanesulfonate) (derived from trifluoromethanesulfonic anhydride and diphenyl sulfoxide) proceeded smoothly, and the corresponding C-benzylated products were afforded in good to high yields.
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© 2005 The Pharmaceutical Society of Japan
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