Organic and Biomolecular Chemistry p. 593 - 597 (2018)
Update date:2022-08-03
Topics:
Sanichar, Randy
Carroll, Ciaran
Kimmis, Ryan
Reiz, Bela
Vederas, John C.
A Dess-Martin Periodinane (DMP) mediated oxidative rearrangement reaction was uncovered. The reaction proceeds via oxidation of a β-hydroxy thioester to a β-keto thioester, followed by an α-hydroxylation and then further oxidation to form a vicinal thioester tricarbonyl. This product then rearranges, extruding CO2, to form an α-keto product. The mechanism of the rearrangement was elucidated using 13C labelling and analysis of the intermediates as well as the products of the reaction. This efficient process allows for easy preparation of α-keto thioesters which are potential intermediates in the synthesis of pharmaceutically important heterocyclic scaffolds such as quinoxalinones.
View MoreSHIJIAZHUANG HENRYTE CHEMICALS CO,.LTD(expird)
Contact:+86-311-85208698 311-80837698
Address:NO.166, yuhua west road, SHIJIAZHUANG, China
PINGYUAN SIHUAN PHARMACEUTICAL CO., LTD
Contact:+86-531-55696072
Address:#2766,yinxiu Road, Economic Development Zone, Pingyuan Country, Shandong Province, China.
Fujian Wanke Pharmaceutical Co., LTD.
Contact:+86-598-5026002
Address:Economic development zone,jiangle county
Suqian Ruixing Chemical Co., Ltd.
Contact:+86-527-80805666(总机);84836008(销售)
Address:3 Jingsilu, Zone north, Hubin Xincheng Development Park, Suqian, China
Dongguan Albiya Energy Science and Technology Co.,Ltd
Contact:+86-769-22181286
Address:Huanan Industial Park, Dongguan,China
Doi:10.1021/jo00044a051
(1992)Doi:10.1021/jo00046a004
(1992)Doi:10.1016/j.tetasy.2013.02.015
(2013)Doi:10.1055/s-1999-2787
(1999)Doi:10.1080/10426507.2015.1054486
(2015)Doi:10.1002/jhet.978
(2012)