Literature DB >> 30129227

Ir-SpinPHOX Catalyzed Enantioselective Hydrogenation of 3-Ylidenephthalides.

Yao Ge1,2, Zhaobin Han1, Zheng Wang1, Chen-Guo Feng1, Qian Zhao3, Guo-Qiang Lin1, Kuiling Ding1,2,4.   

Abstract

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.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  P, N ligands; asymmetric catalysis; hydrogenation; iridium; phthalides

Year:  2018        PMID: 30129227     DOI: 10.1002/anie.201807639

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  3 in total

1.  Further Developments and Applications of Oxazoline-Containing Ligands in Asymmetric Catalysis.

Authors:  Robert Connon; Brendan Roche; Balaji V Rokade; Patrick J Guiry
Journal:  Chem Rev       Date:  2021-05-21       Impact factor: 60.622

2.  Beshanzoides A-D, unprecedented cycloheptanone-containing polyketides from Penicillium commune P-4-1, an endophytic fungus of the endangered conifer Abies beshanzuensis.

Authors:  Hao-Wei Chen; Chun-Xiao Jiang; Jiyang Li; Na Li; Yi Zang; Xi-Ying Wu; Wen-Xue Chen; Juan Xiong; Jia Li; Jin-Feng Hu
Journal:  RSC Adv       Date:  2021-12-14       Impact factor: 4.036

Review 3.  Recent advancements in synthetic methodologies of 3-substituted phthalides and their application in the total synthesis of biologically active natural products.

Authors:  Amardeep Awasthi; Mandeep Singh; Garima Rathee; Ramesh Chandra
Journal:  RSC Adv       Date:  2020-03-27       Impact factor: 4.036

  3 in total

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