1057675-74-7Relevant academic research and scientific papers
N,N-Dimethylaminobenzoates enable highly enantioselective Sharpless dihydroxylations of 1,1-disubstituted alkenes
Zhao, Yaohong,Xing, Xiangyou,Zhang, Shaolong,Wang, David Zhigang
, p. 4314 - 4317 (2014/06/23)
A design scenario aimed at exploring beneficial catalyst-substrate π-π stacking electronic interactions in the classical Sharpless asymmetric dihydroxylations (SAD) leads to the identification of highly polarizable allylic N,N-dimethylaminobenzoate as a remarkably efficient auxiliary for inducing high levels of enantioselectivities (up to 99% ee) in the traditionally challenging substrate class of 1,1-disubstituted aliphatic alkenes. the Partner Organisations 2014.
Total synthesis and absolute configuration of avenolide, extracellular factor in Streptomyces avermitilis
Uchida, Miho,Takamatsu, Satoshi,Arima, Shiho,Miyamoto, Kiyoko T,Kitani, Shigeru,Nihira, Takuya,Ikeda, Haruo,Nagamitsu, Tohru
, p. 781 - 787 (2012/06/16)
The first total synthesis of extracellular factor, Avenolide, in Streptomyces avermitilis has been achieved using a convergent approach. The stereogenic centers in two key segments were installed using Sharpless epoxidation and dihydroxylation. This synthetic study allowed the determination of the absolute configuration of avenolide as 4S,10R, and yielded important information on its structure-activity relationship.
