1107016-82-9Relevant academic research and scientific papers
Preparation method of chiral phthalide derivative
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Paragraph 0215-0216; 0245-0246, (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.
Ir-SpinPHOX Catalyzed Enantioselective Hydrogenation of 3-Ylidenephthalides
Ge, Yao,Han, Zhaobin,Wang, Zheng,Feng, Chen-Guo,Zhao, Qian,Lin, Guo-Qiang,Ding, Kuiling
supporting information, p. 13140 - 13144 (2018/09/21)
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.
Catalytic enantioselective synthesis of chiral phthalides by efficient reductive cyclization of 2-acylarylcarboxylates under aqueous transfer hydrogenation conditions
Zhang, Bo,Xu, Ming-Hua,Lin, Guo-Qiang
supporting information; experimental part, p. 4712 - 4715 (2009/12/08)
A new diamine ligand for asymmetric transfer hydrogenation (ATH) was discovered. The reductive cyclization of 2-acylarylcarboxylates was found to proceed highly stereoselective by the new Ru complex-catalyzed ATH and subsequent In situ lactonization under aqueous conditions. It enables efficient access to a wide variety of 3-substituted phthalides In enantiomerically pure form.
