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Copper-Catalyzed Stereospecific Transformations of Alkylboronic Esters
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2022-06-23 , DOI: 10.1021/jacs.2c04037 Ningxin Xu 1 , Hao Liang 1 , James P Morken 1
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2022-06-23 , DOI: 10.1021/jacs.2c04037 Ningxin Xu 1 , Hao Liang 1 , James P Morken 1
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Copper-catalyzed stereospecific cross-couplings of boronic esters are reported. Boron “ate” complexes derived from pinacol boronic esters and tert-butyl lithium undergo stereospecific transmetalation to copper cyanide, followed by coupling with alkynyl bromides, allyl halides, propargylic halides, β-haloenones, hydroxylamine esters, and acyl chlorides. Through this simple transformation, commercially available inexpensive compounds can be employed to convert primary and secondary alkylboronic esters to a wide array of synthetically useful compounds.
中文翻译：
铜催化烷基硼酯的立体定向转化
报道了铜催化硼酸酯的立体定向交叉偶联。由频哪醇硼酸酯和叔丁基锂衍生的硼“盐”络合物经过立体定向金属转移反应生成氰化铜，然后与炔基溴、烯丙基卤、炔丙基卤、β-卤烯酮、羟胺酯和酰氯偶联。通过这种简单的转化，可以使用市售的廉价化合物将伯烷基硼酯和仲烷基硼酯转化为多种合成上有用的化合物。
更新日期：2022-06-23
中文翻译：
铜催化烷基硼酯的立体定向转化
报道了铜催化硼酸酯的立体定向交叉偶联。由频哪醇硼酸酯和叔丁基锂衍生的硼“盐”络合物经过立体定向金属转移反应生成氰化铜，然后与炔基溴、烯丙基卤、炔丙基卤、β-卤烯酮、羟胺酯和酰氯偶联。通过这种简单的转化，可以使用市售的廉价化合物将伯烷基硼酯和仲烷基硼酯转化为多种合成上有用的化合物。
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