156945-70-9Relevant articles and documents
Stereoselective, Multicomponent Approach to Quaternary Substituted Hydroindole Scaffolds
Massaro, Nicholas P.,Pierce, Joshua G.
, p. 5079 - 5084 (2020)
The Amaryllidaceae alkaloids have been a target of synthesis for decades due to their complex architectures and biological activity. A central feature of these natural product cores is a quaternary substituted hydroindole heterocycle. Building off the fou
Rapid synthesis of the core scaffold of crinane and haemanthamine through a multi-component approach
Massaro, Nicholas P.,Pierce, Joshua G.
, (2021)
A rapid synthesis of the core structures of crinane and haemanthamine has been developed, enabled by a multicomponent approach. This work constitutes a formal synthesis of crinane and sets the stage for access to both families of natural products and key
Tert-Butyl Nitrite: Organic Redox Cocatalyst for Aerobic Aldehyde-Selective Wacker-Tsuji Oxidation
Ning, Xiao-Shan,Wang, Mei-Mei,Yao, Chuan-Zhi,Chen, Xian-Min,Kang, Yan-Biao
, p. 2700 - 2703 (2016/06/15)
An aldehyde-selective aerobic Wacker-Tsuji oxidation is developed. Using tert-butyl nitrite as a simple organic redox cocatalyst instead of copper or silver salts, a variety of aldehydes were achieved as major products in up to 30/1 regioselectivity as well as good to high yields at room temperature.
Viability of 4,5-dihydro-1,2,3,4-oxatriazoles reinvestigated
Firdous, Samia,Banert, Klaus,Auer, Alexander A.
experimental part, p. 5539 - 5543 (2011/06/21)
The first procedures to prepare 4-bromo-4-methylpentanal and 4-azido-4-methylpentanal are reported. The latter compound and also the parent 4-azidobutanal do not lead to 4,5-dihydro-1,2,3,4-oxatriazoles by intramolecular 1,3-dipolar cycloaddition, although it was claimed to be so in the literature. The NMR spectroscopic data of such heterocycles reported previously do not agree with those of similar substances and are incompatible with 13C NMR spectroscopic chemical shifts calculated by quantum chemical methods in the presented work. These calculations show furthermore that the intramolecular cycloaddition of 4-azidobutanals to give the title compounds is strongly endothermic and thus most probably not possible.