Asymmetric Ni-catalyzed conjugate allylation of activated enones
Asymmetric Ni-catalyzed conjugate allylation of activated enones
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DOI：
10.1021/ja710922h
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发表时间：
2008-04-09
影响因子：
15
通讯作者：
Morken, James P.
中科院分区：
文献类型：
--
作者：
Sieber, Joshua D.;Morken, James P.
本文报道了镍催化烯丙基硼酸频哪醇酯allyIB（pin）的不对称加成反应。该反应对二亚烷基酮非常有效，有利于不对称底物中亚苄基位点的烯丙基化。该反应似乎通过将二亚烷基酮底物转化为不饱和的π-烯丙基络合物（1），然后还原消除来进行。当使用手性配体14时，对映选择性范围为91至94%ee。
The nickel-catalyzed enantioselective addition of allylboronic acid pinacol ester, allyIB(pin), is described. This reaction is highly effective with dialkylidene ketones and favors the allylation of the benzylidene site in nonsymmetric substrates. The reaction appears to proceed by conversion of the dialkylidene ketone substrate to an unsaturated pi-allyl complex (1), followed by reductive elimination. Enantioselectivities range from 91 to 94% ee for a range of substrates when chiral ligand 14 is employed.