31593-52-9Relevant articles and documents
N-heterocyclic carbene-catalyzed asymmetric synthesis of cyclopentenones
Chen, Zhizhou,Kong, Xiangwen,Niu, Shengtong,Yang, Shuang,Liu, Jinggong,Chen, Bolai,Luo, Benlong,Zhou, Changyu,Ding, Chenglin,Fang, Xinqiang
supporting information, p. 3403 - 3408 (2021/05/10)
N-Heterocyclic carbene-catalyzed asymmetric construction of cyclopentenones using enals and α-diketones is achieved, furnishing a series of highly functionalized cyclopentenones in a highly diastereo- and enantioselective manner. The protocol tolerates su
Pot-economy autooxidative condensation of 2-Aryl-2-lithio-1,3-dithianes
Vale, Joao R.,Rimpil?inen, Tatu,Siev?nen, Elina,Rissanen, Kari,Afonso, Carlos A. M.,Candeias, Nuno R.
, p. 1948 - 1958 (2018/02/23)
The autoxidative condensation of 2-aryl-2-lithio-1,3-dithianes is here reported. Treatment of 2-aryl-1,3-dithianes with n-BuLi in the absence of any electrophile leads to condensation of three molecules of 1,3-dithianes and formation of highly functionalized α-thioether ketones orthothioesters in 51-89% yields upon air exposure. The method was further expanded to benzaldehyde dithioacetals, affording corresponding orthothioesters and α-thioether ketones in 48-97% yields. The experimental results combined with density functional theory studies support a mechanism triggered by the autoxidation of 2-aryl-2-lithio-1,3-dithianes to yield a highly reactive thioester that undergoes condensation with two other molecules of 2-aryl-2-lithio-1,3-dithiane.
Synthesis of disubstituted dithioethers: Tert -butoxide promoted elimination/ring opening of 1,3-dithianes followed by palladium-catalyzed C-S bond formation
Abidi, Nissa,Schmink, Jason R.
, p. 4123 - 4131 (2015/05/05)
We report the tandem base-promoted elimination/ring-opening of 2-benzyl-1,3-dithianes with subsequent cross coupling of the pendent thiol with a range of aryl bromides. A simple Pd(OAc)2/Xantphos catalyst system affects this new reaction and is
