Progress on the Asymmetric Silylcyanation of Aldehydes and Ketones
Progress on the Asymmetric Silylcyanation of Aldehydes and Ketones
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DOI：
10.6023/cjoc201505045
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发表时间：
2015
影响因子：
1.9
通讯作者：
Ying Fu;Bo Hou;Xingling Zhao;Zhengyin Du;Yulai Hu
中科院分区：
文献类型：
--
作者：
Ying Fu;Bo Hou;Xingling Zhao;Zhengyin Du;Yulai Hu
羰基化合物的不对称氰化反应是当前催化化学研究的热点。光学纯氰醇是一类重要的合成中间体，它可以很容易地转化为光学纯的β-氨基醇、α-氨基酸和α-羟基酸等化合物，在许多天然产物和化学药物的合成中具有重要的应用价值。目前，三甲基硅腈与醛、酮的不对称硅腈化反应是合成光学纯氰醇的主要方法。手性配体与刘易斯酸的配合物是决定反应效率和控制立体化学的关键因素。本文简要综述了以三甲基氰硅烷为氰化剂的不对称催化醛酮手性氰氢化反应的研究进展。手性催化;不对称硅腈化;醛酮;手性配体
The asymmetric cyanation of carbonyl compounds occupies a hot research topic in current catalytic chemistry. Optically pure cyanohydrins are important synthetic intermediates which can be easily transformed into optically pure com- pounds, including β-aminoalcohols, α-amino acids and α-hydroxy acids, thus exihibits fundermental utility in many natural products and chemical pharmacy synthesis. Presently, the asymmetric silylcyanation of trimethylsilyl cyanide with aldehydes and ketones represents a main approach for optically pure cyanohydrin synthesis. The complex of chiral ligand and Lewis acid is the key element that determines the efficiency and controls the stereochemisty of these reactions. This review briefly sum- marizes the development of asymmetric catalysis empolyed in the chiral cyanohydation of aldehydes and ketones using trime- thylsilyl cyanide as the cyanating agent. Keywords chiral catalysis; asymmetric silylcyanation; aldehyde and ketone; chiral ligand