Configurationally Stable, Enantioenriched Organometallic Nucleophiles in Stereospecific Pd-Catalyzed Cross-Coupling Reactions: An Alternative Approach to Asymmetric Synthesis.

Configurationally Stable, Enantioenriched Organometallic Nucleophiles in Stereospecific Pd-Catalyzed Cross-Coupling Reactions: An Alternative Approach to Asymmetric Synthesis.
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DOI:
10.1039/c5sc01710f
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发表时间:
2015
期刊:
影响因子:
8.4
通讯作者:
Biscoe MR
Biscoe MR
中科院分区:
化学1区
文献类型:
--
作者:
Wang CY;Derosaa J;Biscoe MR

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一些研究小组最近开发了在立体特异性Pd催化的交叉偶联反应中使用构型稳定、对映体富集的有机金属亲核试剂的方法。一些研究小组最近开发了在立体特异性Pd催化的交叉偶联反应中使用构型稳定、对映体富集的有机金属亲核试剂的方法。通过在其用于交叉偶联反应之前建立手性烷基锡或烷基硼亲核试剂的绝对构型,可以快速且可靠地产生新的立体中心,同时保留已知的初始立体化学。虽然这一领域的研究仍处于起步阶段,但这种立体特异性交叉偶联反应可能会成为从常见的对映体富集的有机金属结构单元获得多样化的光学活性产物的简单通用方法。这篇小综述强调了最近的进展,发展一般的,立体定向钯催化的交叉偶联反应,使用构型稳定的有机金属亲核试剂。
Several research groups have recently developed methods to employ configurationally stable, enantioenriched organometallic nucleophiles in stereospecific Pd-catalyzed cross-coupling reactions. Several research groups have recently developed methods to employ configurationally stable, enantioenriched organometallic nucleophiles in stereospecific Pd-catalyzed cross-coupling reactions. By establishing the absolute configuration of a chiral alkyltin or alkylboron nucleophile prior to its use in cross-coupling reactions, new stereogenic centers may be rapidly and reliably generated with preservation of the known initial stereochemistry. While this area of research is still in its infancy, such stereospecific cross-coupling reactions may emerge as simple, general methods to access diverse, optically active products from common enantioenriched organometallic building blocks. This minireview highlights recent progress towards the development of general, stereospecific Pd-catalyzed cross-coupling reactions using configurationally stable organometallic nucleophiles.