Expedient access to branched allylic silanes by copper-catalysed allylic substitution of linear allylic halides

DJ Vyas, M Oestreich

Index: Vyas, Devendra J.; Oestreich, Martin Chemical Communications, 2010 , vol. 46, # 4 p. 568 - 570

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Citation Number: 26

Abstract

The (Me 2 PhSi) 2 Zn–CuI (5 mol%) combination performed well in the diastereospecific formation of linear allylic silanes from linear precursors having an oxygen-containing leaving group, OC(O)R and OC(O)NHR. 2,11 Our results were nevertheless in accordance with the data obtained by Fleming et al. with (Me 2 PhSi) 2 CuLi·LiCN. 12 It is clear from these findings that the above-mentioned leaving groups will typically bring about linear allylic silanes, 2,12 yet ...