4362-48-5Relevant articles and documents
Visible-light-induced acetalization of aldehydes with alcohols
Yi, Hong,Niu, Linbin,Wang, Shengchun,Liu, Tianyi,Singh, Atul K.,Lei, Aiwen
supporting information, p. 122 - 125 (2017/11/27)
In this work, we have achieved a simple and general method for acetalization of aldehydes by means of a photochemical reaction under low-energy visible light irradiation. A broad range of aromatic, heteroaromatic, and aliphatic aldehydes have been protected under neutral conditions in good to excellent yields using a catalytic amount of Eosin Y as the photocatalyst. Our visible light mediated acetalization strategies are successful for more challenging acid-sensitive aldehydes and sterically hindered aldehydes. Notably, this protocol is chemoselective to aldehydes, while ketones remain intact.
Acid-free, organocatalytic acetalization
Kotke, Mike,Schreiner, Peter R.
, p. 434 - 439 (2007/10/03)
The acid-free, organocatalytic acetalization of various aldehydes and ketones with N,N′-bis[3,5-bis(trifluoromethyl)phenyl]thiourea is presented. The neutral, double hydrogen bonding thiourea catalyst can be used at very low loadings of 0.01-1 mol% at room temperature to furnish the respective acetals in 65-99% yield at turnover frequencies around 600 h-1. Acid-labile TBDMS-protected as well as unsaturated aldehydes can be converted efficiently into their acetals utilizing this very mild and highly practical method.
Highly shape-selective, biomimetic, and efficient deprotection of carbonyl compounds masked as ethylene acetals or dioxolanes produced from 1,2-ethanediol
Ji, Hong-Bing
, p. 3659 - 3662 (2007/10/03)
A simple, mild, efficient, and organic solvent-free biochemical approach for the deprotection of carbonyl compounds protected as 1,3-dioxolanes through the use of cyclodextrins as catalysts has been developed. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.