1354005-22-3Relevant academic research and scientific papers
Ir-SpinPHOX Catalyzed Enantioselective Hydrogenation of 3-Ylidenephthalides
Ge, Yao,Han, Zhaobin,Wang, Zheng,Feng, Chen-Guo,Zhao, Qian,Lin, Guo-Qiang,Ding, Kuiling
, p. 13140 - 13144 (2018)
The first asymmetric hydrogenation of 3-ylidenephthalides has been developed using the IrI complex of a spiro[4,4]-1,6-nonadiene-based phosphine-oxazoline ligand (SpinPHOX) as the catalyst, affording a wide variety of chiral 3-substituted phthalides in excellent enantiomeric excesses (up to 98 % ee). The utility of the protocol has been demonstrated in the asymmetric synthesis of chiral drugs NBP and BZP precursor, as well as the natural products chuangxinol and typhaphthalide.
Preparation method of chiral phthalide derivative
-
Paragraph 0215-0216; 0236-0237, (2019/01/06)
The invention discloses a preparation method of a chiral phthalide derivative shown as Formula II. The preparation method of the chiral phthalide derivative comprises a step of causing hydrogenation reduction reaction as shown below between the compound shown as Formula I and hydrogen in an organic solvent under the action of an iridium complex so as to obtain the chiral phthalide derivative. Thepreparation method of the chiral phthalide derivative disclosed by the invention is free of involvement of alkali or additives, mild in reaction conditions, easy to operate, wide in reaction substrateapplication range, free of by-product formation, good in stereoselectivity, high in yield, high in synthesis efficiency, economical and environmentally friendly; and thus, the preparation method of the chiral phthalide derivative has good application prospects.
An enantioselective approach toward 3,4-dihydroisocoumarin through the bromocyclization of styrene-type carboxylic acids
Chen, Jie,Zhou, Ling,Tan, Chong Kiat,Yeung, Ying-Yeung
, p. 999 - 1009 (2012/03/26)
A facile and enantioselective approach toward 3,4-dihydroisocoumarin was developed. The method involved an amino-thiocarbamate catalyzed enantioselective bromocyclization of styrene-type carboxylic acids, yielding 3-bromo-3,4-dihydroisocoumarins with good yields and ee's. 3-Bromo-3,4- dihydroisocoumarins are versatile building blocks for various dihydroisocoumarin derivatives in which the Br group can readily be modified to achieve biologically important 4-O-type and 4-N-type 3,4-dihydroisocoumarin systems. In addition, studies indicated that, by refining some parameters, the synthetically useful 5-exo phthalide products could be achieved with good yields and ee's.
