59365-60-5Relevant articles and documents
Catalytic Diastereo- and Enantioconvergent Synthesis of Vicinal Diamines from Diols through Borrowing Hydrogen
Feng, Wei,Gao, Taotao,Lau, Kai Kiat,Lin, Yamei,Pan, Hui-Jie,Yang, Binmiao,Zhao, Yu
supporting information, p. 18599 - 18604 (2021/08/09)
We present herein an unprecedented diastereoconvergent synthesis of vicinal diamines from diols through an economical, redox-neutral process. Under cooperative ruthenium and Lewis acid catalysis, readily available anilines and 1,2-diols (as a mixture of diastereomers) couple to forge two C?N bonds in an efficient and diastereoselective fashion. By identifying an effective chiral iridium/phosphoric acid co-catalyzed procedure, the first enantioconvergent double amination of racemic 1,2-diols has also been achieved, resulting in a practical access to highly valuable enantioenriched vicinal diamines.
One-step method for preparing racemic aryl vicinal diol in pure water
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Paragraph 0027-0029, (2019/03/08)
The invention provides a one-step method for preparing racemic aryl vicinal diol in pure water. The method is characterized by comprising the following steps: dissolving metachloroperbenzoic acid intodeionized water, adding styrene compounds, heating in a water bath at 30 DEG C, stirring at a rotation speed of 200-300 revolutions per minute for reacting for 2-3 hours, extracting the reaction solution with ethyl acetate, drying, and removing the ethyl acetate, thereby obtaining the racemic aryl vicinal diol. According to the one-step method for preparing racemic aryl vicinal diol in pure waterdisclosed by the invention, the metachloroperbenzoic acid serves as an oxidizing agent in the deionized water, dihydroxylation of the styrene compounds is realized within 2-3 hours at high chemoselectivity and high yield, and the racemic aryl vicinal diol is prepared. The method avoids use of any organic solvent or heavy metal catalyst, is short in reaction time, mild in reaction condition, greenand environmental-friendly, simple in operation and readily available in catalyst, has potential application prospects, and solves the problems that the target product is low in yield, the catalyst is difficult to obtain, and the organic solvent is needed.
Transition-Metal-Free Stereospecific Cross-Coupling with Alkenylboronic Acids as Nucleophiles
Li, Chengxi,Zhang, Yuanyuan,Sun, Qi,Gu, Tongnian,Peng, Henian,Tang, Wenjun
supporting information, p. 10774 - 10777 (2016/09/09)
We herein report a transition-metal-free cross-coupling between secondary alkyl halides/mesylates and aryl/alkenylboronic acid, providing expedited access to a series of nonchiral/chiral coupling products in moderate to good yields. Stereospecific SN2-type coupling is developed for the first time with alkenylboronic acids as pure nucleophiles, offering an attractive alternative to the stereospecific transition-metal-catalyzed C(sp2)-C(sp3) cross-coupling.