Ligand Controlled Highly Selective Copper-Catalyzed Borylcuprations of Allenes with Bis(pinacolato)diboron

Ligand Controlled Highly Selective Copper-Catalyzed Borylcuprations of Allenes with Bis(pinacolato)diboron
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DOI:
10.1002/adsc.201100929
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发表时间:
2012-07-01
影响因子:
5.4
通讯作者:
Ma, Shengming
Ma, Shengming
中科院分区:
化学2区
文献类型:
--
作者:
Yuan, Weiming;Ma, Shengming

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铜催化的联烯与二硼频哪醇酯的高选择性硼氢化反应通过配体效应产生两种不同类型的烯基硼烷。在三(对甲氧基苯基)膦[P(C6 H4 OMe-p)3]存在下,芳基-1,2-二烯的反应得到了2-阿尔肯-2-基硼酸酯作为唯一的Z-构型的产物;当使用双齿膦2,2 '-双(二苯基膦基)联苯作为配体时,区域选择性转变为1-阿尔肯-2-基硼酸酯作为主要产物。
Copper-catalyzed highly selective borylcuprations of allenes with bis(pinacolato)diboron produce two different types of alkenylboranes by applying a ligand effect. In the presence of tris(para-methoxyphenyl)phosphine [P(C6H4OMe-p)3], the reaction of aryl-1,2-dienes affords 2-alken-2-yl boronates as the only product with exclusive Z-geometry; the regioselectivity is switched to afford the 1-alken-2-yl boronates as the major products when the bidentate phosphine 2,2'-bis(diphenylphosphino)biphenyl is used as the ligand.