58520-03-9Relevant articles and documents
Diboron glycol ester as well as preparation method, intermediate and application thereof
-
Paragraph 0130-0135; 0139-0141, (2020/08/02)
The invention discloses diboron glycol ester as well as a preparation method, an intermediate and application thereof. The diboron glycol ester can be used for inducing reductive coupling reaction with imine as a substrate, and the substrate can be obtained by reaction of aldehyde and ammonia and is very easy to obtain and quite low in cost. The product can be separated from a reaction system onlyby acid-base operation without column chromatography purification, and the post-treatment mode is convenient and easy to operate. The yield of the obtained product is high, and protective group operation is not needed. The diboron glycol ester has chirality, the stereoselectivity of the reductive coupling reaction is generally excellent, and 99% ee chiral diamine can be obtained only through simple recrystallization. The diboron glycol ester can be obtained by reacting diol with diboron glycol ester, the diol is convenient to prepare and easy to amplify, the diol can be recycled from a reaction solution through simple acid-base operation, the recovery rate reaches 95%, and the preparation cost is further saved.
Method for preparing intermediate of chiral vicinal diamine
-
Paragraph 0045; 0052; 0053, (2019/01/06)
The invention discloses a method for preparing an intermediate of chiral vicinal diamine. The method comprises the following steps: adding a compound IV into a solvent, stirring the compound IV and the solvent in an ice water bath, adding an initiator into the obtained reaction system, adding a reducing agent into the reaction system in batches, heating the reaction system to 20-80 DEG C, and stirring the reaction system; and extracting the reaction system after the reaction is completed, drying the obtained organic phase, filtering the dried organic phase, and performing rotary drying to obtain a compound V that is the intermediate. The preparation method of the invention has the advantages of simplicity and mild reaction conditions, and can be widely applied to industrial production.
Highly diastereoselective and enantioselective addition of organometallic reagents to a chiral C2-symmetrical bisimine
Sun, Xiaoxia,Wang, Shuangjun,Sun, Shangjin,Zhu, Jin,Deng, Jingen
, p. 2776 - 2780 (2007/10/03)
An efficient and straightforward method has been developed for the preparation of enantiomerically enriched C2-symmetrical vicinal diamines via the addition of organometallic reagents to a chiral bisimine, which gives access to a variety of optically pure aromatic and aliphatic C 2-symmetrical vicinal diamines in high yields. The 'Cram-Davis' open transition state model is proposed to rationalize the observed stereoselectivities for the addition of organolithium reagents to the bisimine. Georg Thieme Verlag Stuttgart.