A Novel Chiral (salen)AlIII Complex Catalyzed Asymmetric Cyanosilylation of Aldehydes

A Novel Chiral (salen)AlIII Complex Catalyzed Asymmetric Cyanosilylation of Aldehydes
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DOI:
10.1002/ejoc.200701161
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发表时间:
2008-03
影响因子:
2.8
通讯作者:
Z. Zeng;Guofeng Zhao;Zhenghong Zhou;Chuchi Tang
Z. Zeng;Guofeng Zhao;Zhenghong Zhou;Chuchi Tang
中科院分区:
化学3区
文献类型:
--
作者:
Z. Zeng;Guofeng Zhao;Zhenghong Zhou;Chuchi Tang

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通过Et2AlCl与(R,R)-11,12-diamino-9,10-dihydro-9,10-ethanoanthracene.)衍生的Salen(R,R)-1反应,合成了一种新型的手性(Salen)AlIII配合物在三丁基氧膦存在下,该络合物是醛的不对称三甲基硅基氰化反应的有效催化剂。使用1摩尔-%的络合物以高产率(85-94%)得到相应的氰醇,并且具有良好的对映体选择性(42-92%ee)。
A novel chiral (salen)AlIII complex was synthesized through the reaction of Et2AlCl and salen (R,R)-1 derived from (R,R)-11,12-diamino-9,10-dihydro-9,10-ethanoanthracene. This complex is an efficient catalyst for the asymmetric trimethylsilylcyanation of aldehydes in the presence of tributylphosphane oxide as an additive. The use of 1 mol-% of the complex led to the corresponding cyanohydrins in high yields (85–94 %) with good-to-excellent enantioselectivities (42–92 % ee).(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)