3775-73-3Relevant articles and documents
Michael-type addition of phthalimide salts to chiral α,β-unsaturated imides
Cardillo, Giuliana,De Simone, Angela,Gentilucci, Luca,Sabatino, Piera,Tomasini, Claudia
, p. 5051 - 5054 (1994)
The synthesis of (R)-(-)-3-aminobutanoic acid starting from chiral α,β- unsaturated imide 1b is described, by means of the nucleophilic attack of several phthalimido derivatives in the presence of a Lewis acid. The reaction was studied in some details and chloromagnesium phthalimide afforded the better results with 95:5 diastereomeric ratio and 90% yield. Furthermore the resulting enolate was trapped performing the reaction in the presence of benzenesulfonyl bromide and the 2-bromo-3-phthalimido derivative 4 was obtained in good yield and high diastereoselectivity and successively transformed into the corresponding 2-azido-3-phthalimido derivative 6 by displacement of the bromide with sodium azide.
Preparation method of 3-aminopropanol or 3-aminopropionic acid derivative
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Paragraph 0150; 0163-0165; 0168, (2018/10/11)
The invention provides a preparation method of an optically active 3-aminopropanol or 3-aminopropionic acid derivative, and belongs to the technical field of organic synthesis. A compound having a structure as shown in a formula II and a formula III is used as a raw material, and the optically active 3-aminopropanol or 3-aminopropionic acid derivative is obtained through four basic steps, namely dehydration condensation, hydrogenation reduction, reduction and hydrolysis. The raw materials adopted in the preparation method are easy to obtain and low in cost; as a chiral phosphine-transitional metal catalyst is used in the hydrogenation reduction reaction, the optically active 3-aminopropanol or 3-aminopropionic acid derivative is efficient, high in selectivity, low in cost and suitable forlarge-scale production. Compared with existing chemical resolution and chiral introduction, the asymmetric hydrogenation synthesis method provided by the invention only produces one chiral product, ishigh in yield, and has relatively high advantages in economy and raw material utilization rate.
Cyclombandakamines A1 and A2, Oxygen-Bridged Naphthylisoquinoline Dimers from a Congolese Ancistrocladus Liana
Lombe, Blaise Kimbadi,Bruhn, Torsten,Feineis, Doris,Mudogo, Virima,Brun, Reto,Bringmann, Gerhard
supporting information, p. 1342 - 1345 (2017/03/23)
Cyclombandakamines A1 (1) and A2 (2), both with an unprecedented pyrane-cyclohexenone-dihydrofuran sequence and six stereocenters and two chiral axes, are the first oxygen-bridged dimeric naphthylisoquinoline alkaloids. They were isolated from the leaves of an as yet unidentified Congolese Ancistrocladus species. Their stereostructures were established by spectroscopic, chemical, and chiroptical methods in combination with DFT and TDDFT calculations. They apparently originate from a cascade of oxidative cyclization reactions of open-chain naphthylisoquinoline dimers and exhibit significant antiprotozoal activities.
