Reaction of 2-silylmethylcyclopropyl ketones with in situ oxirane-derived aldehydes and formation of 2-hydroxymethyl tetrahydrofurans |
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Authors: | Veejendra K Yadav Archana Gupta |
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Institution: | Department of Chemistry, Indian Institute of Technology, Kanpur 208 016, India |
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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. |
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Keywords: | (2-Trimethylsilylmethyl)cyclopropyl ketone Oxirane Aldol Oxidative ring closure 2-Hydroxymethyl tetrahydrofuran |
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