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首页> 外文期刊>Chemistry: A European journal >Diastereo- and enantiomerically pure allylboronates: Their synthesis and scope
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Diastereo- and enantiomerically pure allylboronates: Their synthesis and scope

机译：非对映体和对映体纯的烯丙基硼酸酯：其合成和范围

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摘要

Allylboronates are highly attractive reagents for allyl additions. Enantiomerically pure, stable reagents with a stereogenic centre in alpha-position to boron are especially versatile, albeit often difficult to synthesize. Starting from boron-containing allyl alcohols 6 and 7, which are discussed in detail herein, a set of reagents were obtained via [3,3]-sigmatropic rearrangements and consecutive transformations in the side chain. The configurations could be established first by chemical correlation, but also by X-ray crystallography (16, 18, 34, and 39). Allyl additions were performed resulting in the formation of predominantly (Z)-configured homoallylic alcohols (31, 4345) with high enantiomeric excess. Detailed investigations on the matched-mismatched interaction between the reagents 15/16 (and ent-15/ent-16, respectively) and isopropylidene glyceraldehyde 42d are presented.
机译：烯丙基硼酸酯是烯丙基加成的极具吸引力的试剂。对映体纯净，稳定的试剂，在硼的α位上具有立体异构中心，尽管通常难以合成，但它用途广泛。从本文详细讨论的含硼的烯丙醇6和7开始，通过[3,3]-σ重排和侧链中的连续转化获得了一组试剂。可以首先通过化学相关性建立构型，也可以通过X射线晶体学建立构型（16、18、34和39）。进行烯丙基加成导致形成具有高对映体过量的主要为（Z）构型的均烯丙基醇（31、4345）。给出了对试剂15/16（分别是ent-15 / ent-16）和异亚丙基甘油醛42d之间匹配失配相互作用的详细研究。

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