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Silver-Mediated Acetoxyselenylation of Alkynes: Mild Stereoselective Access to Bifunctional Alkenes
Organic Letters ( IF 4.9 ) Pub Date : 2024-11-13 , DOI: 10.1021/acs.orglett.4c03178 Xiaoyan Bai, Jiabin Chen, Hongxuan Du, Cong Zhao, Ya Li, Yibiao Li, Pierre H. Dixneuf, Min Zhang, Lu Chen
Organic Letters ( IF 4.9 ) Pub Date : 2024-11-13 , DOI: 10.1021/acs.orglett.4c03178 Xiaoyan Bai, Jiabin Chen, Hongxuan Du, Cong Zhao, Ya Li, Yibiao Li, Pierre H. Dixneuf, Min Zhang, Lu Chen
Herein, we report a AgF-mediated regio- and stereoselective acetoxyselenylation of terminal/internal alkynes from iodobenzene dicarboxylate [PhI(OCOR)2] and diorganyl diselenides via multiple-site functionalization to afford β-selenyl enol esters in good yields. Alkynes derived from bioactive molecules, such as l(−)-borneol, l-menthol, and acyne oxalate, are also suitable for this transformation and afford the expected compounds.
中文翻译:
银介导的炔烃乙酰氧基硒化:对双功能烯烃的温和立体选择性访问
在此,我们报道了 AgF 介导的碘苯二羧酸盐 [PhI(OCOR)2] 和二元烷基二硒化物的末端/内部炔烃的区域选择性和立体选择性乙酰硒化,通过多位点官能化得到 β-硒烯醇酯的良好产率。源自生物活性分子的炔烃,如 l(−)-冰片、l-薄荷醇和草酸盐,也适用于这种转化,并提供预期的化合物。
更新日期:2024-11-13
中文翻译:
银介导的炔烃乙酰氧基硒化:对双功能烯烃的温和立体选择性访问
在此,我们报道了 AgF 介导的碘苯二羧酸盐 [PhI(OCOR)2] 和二元烷基二硒化物的末端/内部炔烃的区域选择性和立体选择性乙酰硒化,通过多位点官能化得到 β-硒烯醇酯的良好产率。源自生物活性分子的炔烃,如 l(−)-冰片、l-薄荷醇和草酸盐,也适用于这种转化,并提供预期的化合物。