区域和立体选择性镍催化 1,3-二烯的 1,4-氢硼化反应：获得立体定义的（Z）-烯丙基硼试剂和衍生的烯丙醇。
Regio- and stereoselective Ni-catalyzed 1,4-hydroboration of 1,3-dienes: access to stereodefined (Z)-allylboron reagents and derived allylic alcohols.
机构信息
Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, USA.
出版信息
J Am Chem Soc. 2010 Mar 3;132(8):2534-5. doi: 10.1021/ja910750b.
Abstract
A catalytic regio- and stereoselective 1,4-hydroboration of 1,3-dienes was accomplished with pinacolborane in the presence of Ni(cod)(2) and PCy(3). This reaction exhibits broad substrate scope operating on a range of substituted dienes and occurs with generally high levels of selectivity and efficiency. Reactivity patterns suggest that the reactive conformation of the diene is the S-cis form. The intermediate allylboronate can be oxidized to stereodefined allylic alcohols or can be used in stereoselective carbonyl addition reactions.
摘要
在 Ni(cod)(2)和 PCy(3)的存在下，频哪醇硼烷实现了 1,3-二烯的催化区域和立体选择性 1,4-加成。该反应对各种取代的二烯具有广泛的底物范围，并具有通常较高的选择性和效率。反应性模式表明二烯的反应构象为 S-顺式构象。中间的烯丙基硼酸酯可以被氧化为立体定义的烯丙醇，或者可以用于立体选择性羰基加成反应。
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