Palladium-Catalyzed Hydroboration/Cyclization of 1,n-Dienes
Palladium-Catalyzed Hydroboration/Cyclization of 1,n-Dienes
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钯催化 1,n-二烯的硼氢化/环化
DOI：
10.1021/acs.joc.2c02781
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发表时间：
2023
期刊：
影响因子：
--
通讯作者：
Kochi Takuya
中科院分区：
文献类型：
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作者：
Kanno Shota;Kakiuchi Fumitoshi;Kochi Takuya
虽然烯烃的硼化氢反应已经建立，但相应的二烯环化反应仍然具有挑战性。本文报道了一种适用于各种1，n-二烯和氢硼烷的氢硼化/环化新方法。该方法的特点是由常见的1,6-二烯直接合成硼基烷基环戊烷，其突出特点是由容易获得的二烯胺合成精细的吡咯烷核。值得注意的是，1，n-二烯（n bbb6）也经历了五元环的形成，提供了“远程”硼氢化/环化，否则很难实现。
While the hydroboration of alkenes is well established, the corresponding cyclization reaction of dienes remains challenging. Here, we report a new method for hydroboration/cyclization applicable to various 1,n-dienes and hydroboranes. The method features the direct synthesis of borylalkyl cyclopentanes from common 1,6-dienes, which is highlighted by syntheses of elaborated pyrrolidine cores from easily accessible diallylamines. Notably, 1,n-dienes (n> 6) also undergo five-membered ring formation, offering “remote” hydroboration/cyclization that would be otherwise difficult to achieve.