657393-38-9Relevant academic research and scientific papers
Selective oxidation of benzylic or allylic hydroxyl group of sec-1,2-diols
Peng, Kun,Chen, Fuxin,She, Xuegong,Yang, Chunhui,Cui, Yuxin,Pan, Xinfu
, p. 1217 - 1220 (2005)
A mild and efficient method to selectively oxidize chiral sec-1,2-diols has been developed, which demonstrates that 2,3-dichloro-5,6-dicyano-1,4- benzoquinone (DDQ) can selectively oxidize benzylic or allylic hydroxyl group of sec-1,2-diols under ultrasound wave promotion. The configuration of the adjacent chiral center is retained.
The synthesis of the anti-malarial natural product polysphorin and analogues using polymer-supported reagents and scavengers.
Lee, Ai-Lan,Ley, Steven V
, p. 3957 - 3966 (2007/10/03)
A general asymmetric route to both enantiomers of polysphorin has been developed. The route utilizes polymer-supported reagents, catalysts and scavengers to minimise the need for aqueous work-up and chromatography. This includes application of a method to scavenge 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and a "catch-and-release" procedure to extract the resultant diol following Sharpless asymmetric dihydroxylation. A novel enzymatic selective protection and investigations of a new asymmetric dihydroxylation using microencapsulated osmium tetroxide were also investigated during the course of this study.
