13603-62-8Relevant articles and documents
On the hydrolysis step in osmium catalyzed asymmetric dihydroxylations
Junttila, Mikko H.,Hormi, Osmo E. O.
, p. 2956 - 2961 (2007)
(Chemical Equation Presented) In order to obtain information about the most important features that affect the efficiency of osmium catalyzed asymmetric dihydroxylation, a series of substituted styrenes have been studied by using a Hammett type approach a
Asymmetric reduction of α-hydroxy aromatic ketones to chiral aryl vicinal diols using carrot enzymes system
Liu, Xiang,Wang, Yi,Gao, Hai Yan,Xu, Jian He
, p. 635 - 638 (2012)
Asymmetric reduction of α-hydroxy aromatic ketones was carried out by using carrot enzymes system, yielding corresponding chiral vicinal diols with special functional groups. The optimum reaction conditions were obtained after investigation of various influencing factors. Chiral aryl vicinal diols were produced with good yields and excellent enantiomeric excesses under appropriate conditions. Meanwhile, the steric factors and electronic effects of the substituents on the aromatic ring were shown to have an interesting influence on both yield and enantioselectivity.
Iodine-Initiated Dioxygenation of Aryl Alkenes Using tert-Butylhydroperoxides and Water: A Route to Vicinal Diols and Bisperoxides
Gao, Xiaofang,Lin, Jiani,Zhang, Li,Lou, Xinyao,Guo, Guanghui,Peng, Na,Xu, Huan,Liu, Yi
, p. 15469 - 15480 (2021/11/16)
An environment-friendly and efficient dioxygenation of aryl alkenes for the construction of vicinal diols has been developed in water with iodine as the catalyst and tert-butylhydroperoxides (TBHPs) as the oxidant. The protocol was efficient, sustainable, and operationally simple. Detailed mechanistic studies indicated that one of the hydroxyl groups is derived from water and the other one is derived from TBHP. Additionally, the bisperoxides could be obtained in good yields with iodine as the catalyst, Na2CO3 as the additive, and propylene carbonate as the solvent, instead.
Catalytic Oxidative Cleavage Reactions of Arylalkenes by tert-Butyl Hydroperoxide - A Mechanistic Assessment
Su, Yong-Liang,De Angelis, Luca,Tram, Linh,Yu, Yang,Doyle, Michael P.
supporting information, p. 3728 - 3741 (2020/03/23)
Oxidative cleavage reactions of arylalkenes by tert-butyl hydroperoxide that occur by free radical processes provide access to carboxylic acid or ketone products. However, the pathway to these cleavage products is complex, initiated by regioselective oxygen radical addition to the carbon-carbon double bond. Subsequent reactions of the initially formed benzyl radical lead eventually to carbon-carbon cleavage. Thorough investigations of these reactions have identified numerous reaction intermediates that are on the pathways to final product formation, and they have identified a new synthetic methodology for the synthesis of peroxy radical addition-induced hydroperoxide formation.
