Literature DB >> 28665592

Enantioselective Conjugate Addition of 2-Acetyl Azaarenes to β,β-Disubstituted Nitroalkene for the Construction of All-Carbon Quaternary Stereocenters.

Hongli Ma1, Lei Xie1, Zhenhua Zhang1, Lin-Gang Wu1, Bin Fu1, Zhaohai Qin1.   

Abstract

The first highly enantioselective conjugate addition of 2-acetyl azaarenes to α-substituted-β-nitroacrylates was successfully realized under mild conditions by a Ni(II)-bisoxazoline complex, providing the desired adducts bearing an all-carbon quaternary stereocenter in high yield with excellent enantioselectivity. The products obtained in this system could be readily converted into optically active β2,2-amino esters, succinates, lactones, and lactams.

Entities:  

Year:  2017        PMID: 28665592     DOI: 10.1021/acs.joc.7b01014

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  A convenient approach to difluoromethylated all-carbon quaternary centers via Ni(ii)-catalyzed enantioselective Michael addition.

Authors:  Xuan Yu; Hui Bai; Dong Wang; Zhaohai Qin; Jia-Qi Li; Bin Fu
Journal:  RSC Adv       Date:  2018-05-25       Impact factor: 3.361

2.  A New Organocatalytic Desymmetrization Reaction Enables the Enantioselective Total Synthesis of Madangamine E.

Authors:  Shinya Shiomi; Benjamin D A Shennan; Ken Yamazaki; Ángel L Fuentes de Arriba; Dhananjayan Vasu; Trevor A Hamlin; Darren J Dixon
Journal:  J Am Chem Soc       Date:  2022-01-17       Impact factor: 15.419

3.  Enantioselective one-pot synthesis of 4H-chromene derivatives catalyzed by a chiral Ni(ii) complex.

Authors:  Xuan Yu; Wenjie Lan; Jiaqi Li; Hui Bai; Zhaohai Qin; Bin Fu
Journal:  RSC Adv       Date:  2020-12-16       Impact factor: 4.036

  3 in total

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