Tris(trimethylsilyl)silane: an unprecedented enhancement in the diastereoselectivity of radical cyclisations to give 2,4-disubstituted piperidines |
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| Authors: | Gandon Lucile A Russell Alexander G Snaith John S |
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| Institution: | School of Chemistry, University of Birmingham, Edgbaston, Birmingham, UK B15 2TT. |
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| Abstract: | Cyclisation of bromides 4a-f mediated by tributyltin hydride affords predominantly the trans piperidines 5a-f with modest diastereomeric ratios, while cyclisation with tris(trimethylsilyl)silane affords the same products with diastereomeric ratios of up to 99 : 1. |
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