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Recent progress in the development of catalytic systems for homogenous asymmetric hydrosilylation of ketones

Catalytic hydrosilylation of various multiple bonds provides access to numerous organosilicon compounds. One of the most important applications of this reaction is asymmetric hydrosilylation of prochiral ketones to give silyl ethers, which can be easily hydrolyzed to chiral alcohols – important buil...

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Published in:Journal of organometallic chemistry 2020-09, Vol.923, p.121415, Article 121415
Main Authors: Uvarov, Vladimir M., de Vekki, Dimitry A.
Format: Article
Language:English
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Summary:Catalytic hydrosilylation of various multiple bonds provides access to numerous organosilicon compounds. One of the most important applications of this reaction is asymmetric hydrosilylation of prochiral ketones to give silyl ethers, which can be easily hydrolyzed to chiral alcohols – important building blocks and intermediates in different fields of chemistry. Until recently its wide-spread application in synthetic chemistry was limited due to the high price and low commercial availability of the catalytic systems, as well as high substrate dependence. The present review describes the advances in the development of the homogenous catalytic systems for asymmetric hydrosilylation of prochiral ketones for the period of 2010–2020, which is characterized by significant progress in the efficiency of the catalytic systems using base metals, expansion of the substrate scope, and further improvement of reaction conditions. [Display omitted] •Progress in asymmetric homogenous hydrosilylation of ketones within the period of 2010–2020 has been reviewed.•Remarkable progress in efficiency of catalytic systems and their applicability has been achieved.•Major advances can be seen in the development of catalytic systems featuring inexpensive and highly abundant metals.•Some of such catalytic systems approach or even reach the performance of state of the art rhodium-based catalysts.•After decades of basic research asymmetric hydrosilylation of ketones may become an efficient tool for synthetic chemistry.
ISSN:0022-328X
1872-8561
DOI:10.1016/j.jorganchem.2020.121415