[Ru(phgly)<sub>2</sub>(binap)]/Li<sub>2</sub>CO<sub>3</sub>: A Highly Active, Robust, and Enantioselective Catalyst for the Cyanosilylation of Aldehydes

Nobuhito Kurono, Kenta Arai, M. Uemura, Takeshi Ohkuma

Angewandte Chemie International Edition · 2008 · 109 citations · 33 references

DOIFull text

Open access

Concepts

Abstract

The right combination: A series of aromatic, heteroaromatic, aliphatic, and α,β-unsaturated aldehydes can be converted into the desired silylated cyanohydrins by reaction with (CH3)3SiCN and a catalyst system consisting of the combination of a chiral ruthenium complex and Li2CO3 (see scheme). The reaction is highly enantioselective and affords the R products with up to 98 % ee within 24 h at a substrate-to-catalyst ratio of 10 000:1. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2008/z801501_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.

References

33