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Chirality transfer from silicon to carbon

机译:手性从硅转移到碳

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The exploitation of the asymmetry at silicon in stereoselective synthesis is an exceptionally challenging task. Initially, silicon-stereogenic silanes have been utilized to elucidate the stereochemical course of substitution reactions at silicon. Apart from these mechanistic investigations, only a handful of synthetic applications with an asymmetrically substituted silicon as the stereochemical controller have been reported to date. In these transformations the chiral silicon functions as a chiral auxiliary. Conversely, a direct transfer of chirality from silicon to carbon during bond formation and cleavage at silicon has remained open until its recent realization in both inter- and intramolecular reactions. In this Concept, the pivotal considerations in relation to the nature of suitable silanes as well as mechanistic prerequisites for an efficient chirality transfer will be discussed.
机译:在立体选择性合成中利用硅的不对称性是一项极具挑战性的任务。最初,已使用硅立体异构硅烷来阐明硅取代反应的立体化学过程。迄今为止,除这些机理研究外,仅报道了少数使用不对称取代的硅作为立体化学控制器的合成应用。在这些转化中,手性硅用作手性助剂。相反,直到最近在分子间和分子内反应中实现手性时,手性从硅向碳的直接转移到碳的裂解一直保持开放。在这个概念中,将讨论有关合适硅烷的性质的关键考虑因素以及有效手性转移的机械先决条件。

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