Copper(I)-Catalyzed Regioselective Monoborylation of 1,3-Enynes with an Internal Triple Bond: Selective Synthesis of 1,3-Dienylboronates and 3-Alkynylboronates
Copper(I)-Catalyzed Regioselective Monoborylation of 1,3-Enynes with an Internal Triple Bond: Selective Synthesis of 1,3-Dienylboronates and 3-Alkynylboronates
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DOI：
10.1002/anie.201007182
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发表时间：
2011-01-01
影响因子：
16.6
通讯作者：
Ito, Hajime
中科院分区：
文献类型：
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作者：
Sasaki, Yusuke;Horita, Yuko;Ito, Hajime
有机硼化合物是有用的试剂，简单烯烃或炔的硼氢化反应是获得各种有机硼化合物的最有效和最直接的方法之一。[1,2]然而，对于多共轭烃类化合物的制备，区域选择性和立体选择性氢化反应类型有限。[3-10]这种类型的转化在过渡金属催化和非催化硼氢化反应中仍然具有挑战性。例如，1,3 -炔类化合物的硼氢化反应产生有限类型的有机硼产物。[4-9]这种转化理论上可以产生六种可能的产物异构体（方案1，类型I-VI）。然而，对于1,3 -炔（I型和II型）的选择性1,2 -硼氢化反应尚无明确的报道。[4,5]通过钯催化的1,4 -硼氢化反应可以得到烯基硼化合物
Organoboron compounds are useful reagents and the hydroboration of simple alkenes or alkynes is one of the most efficient and straightforward methods to access a variety of organoboron compounds.[1, 2] However, for the preparation of polyconjugated hydrocarbon compounds, there are limited types of regio-and stereoselective hydroboration reactions.[3–10] This type of transformation is still challenging in both transition-metal-catalyzed and noncatalyzed hydroboration.Hydroboration of 1, 3-enyne compounds, for example, gives limited types of the organoboron products.[4–9] This transformation can theoretically produce six possible product isomers (Scheme 1, types I–VI). However, there has been no clear-cut report on the selective 1, 2-hydroboration of 1, 3-enynes (types I and II).[4, 5] Allenylboron compounds can be obtained through palladium-catalyzed 1, 4-hydroboration of