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Reaction of 2-silylmethylcyclopropyl ketones with in situ oxirane-derived aldehydes and formation of 2-hydroxymethyl tetrahydrofurans
Authors:Veejendra K Yadav  Archana Gupta
Institution:Department of Chemistry, Indian Institute of Technology, Kanpur 208 016, India
Abstract:The enolates formed from Lewis acid treatment of (2-trimethylsilylmethyl)cyclopropyl alkyl and aryl ketones reacted with aldehydes formed in situ from alkoxy-, aryl- and vinyl-substituted oxiranes to generate aldol products in good yields. Selected aldol products were conveniently transformed into highly substituted tetrahydrofurans under oxidative conditions.
Keywords:(2-Trimethylsilylmethyl)cyclopropyl ketone  Oxirane  Aldol  Oxidative ring closure  2-Hydroxymethyl tetrahydrofuran
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