A new synthesis of pyrrolidines via imino-aldol reaction of (2-trimethylsilylmethyl)cyclopropyl ketones with imines |
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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: | A new synthesis of 2,3,5-trisubstituted pyrrolidines from the imino-aldols formed from Lewis acid-mediated reactions of (2-trimethylsilylmethyl)cyclopropyl ketones with benzylimines is described. The ring closure of the imino-aldols formed from the benzylimines of 2-chloro-, 2-fluoro-, and 2-trifluoromethylbenzaldehydes proceeds with predominantly 2,5-anti selectivity to generate the corresponding pyrrolidines in moderate yields. |
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| Keywords: | (2-Trimethylsilylmethyl)cyclopropyl ketone Enolate Imino-aldol Hg(II)-promoted aza-ring closure 2 3 5-Trisubstituted pyrrolidine |
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