[Li{Ru(phgly)2(binap)}]X（X = Cl，Br）催化的醛的对映选择性氰氢化反应。

Enantioselective hydrocyanation of aldehydes catalyzed by [Li{Ru(phgly)2(binap)}]X (X = Cl, Br).

机构信息

Division of Chemical Process Engineering, Faculty of Engineering, Hokkaido University, Sapporo, Hokkaido, Japan.

出版信息

Org Lett. 2011 Mar 4;13(5):1254-7. doi: 10.1021/ol200187d. Epub 2011 Feb 4.

DOI:10.1021/ol200187d

Abstract

Novel bimetallic complexes [Li{Ru(S)-phgly[(S)-binap]}]X (X = Cl, Br) are readily synthesized by mixing Ru(S)-phgly[(S)-binap] and LiX. A single-crystal X-ray analysis reveals the structure. These bimetallic complexes efficiently catalyze asymmetric hydrocyanation of aldehydes with a substrate-to-catalyst molar ratio of 500-2000 at -78 to -60 °C. A range of aromatic, heteroaromatic, and α,β-unsaturated aldehydes as well as a tert-alkyl aldehyde is converted to the cyanohydrins in high enantiomeric excess (up to 99%).

摘要

新型双金属配合物[Li{Ru(S)-phgly[(S)-binap]}]X（X=Cl，Br）可通过混合 Ru(S)-phgly[(S)-binap]和 LiX 轻松合成。单晶 X 射线分析揭示了其结构。这些双金属配合物在-78 至-60°C 下以底物与催化剂的摩尔比为 500-2000 的条件下高效催化醛的不对称氰氢加成反应。一系列芳香族、杂芳香族和α,β-不饱和醛以及叔烷基醛都以高对映体过量（高达 99%）转化为氰醇。