Literature DB >> 20922233

Dramatic lithium chloride effect on the reaction stereocontrol in Zn-mediated asymmetric cinnamylation: highly practical synthesis of β-aryl homoallylic amines.

Min Liu1, An Shen, Xing-Wen Sun, Fei Deng, Ming-Hua Xu, Guo-Qiang Lin.   

Abstract

An extremely mild and practical approach for the preparation of enantiomerically enriched β-aryl substituted homoallylic amines bearing two adjacent stereogenic centers was realized by room temperature zinc-mediated highly stereoselective cinnamylation of N-sulfinyl imines.

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Year:  2010        PMID： 20922233     DOI： 10.1039/c0cc03230a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  4 in total

1.  Asymmetric synthesis of α-alkenyl homoallylic primary amines via 1,2-addition of Grignard reagent to α,β-unsaturated phosphonyl imines.

Authors:  Yiwen Xiong; Haibo Mei; Chen Xie; Jianlin Han; Guigen Li; Yi Pan
Journal:  RSC Adv       Date:  2013-01-01       Impact factor: 3.361

2.  Lewis Acid Catalyzed Borotropic Shifts in the Design of Diastereo- and Enantioselective γ-Additions of Allylboron Moieties to Aldimines.

Authors:  Farid W van der Mei; Hiroshi Miyamoto; Daniel L Silverio; Amir H Hoveyda
Journal:  Angew Chem Int Ed Engl       Date:  2016-03-09       Impact factor: 15.336

3.  Preparation of Enantiomerically Pure Perfluorobutanesulfinamide and Its Application to the Asymmetric Synthesis of α-Amino Acids.

Authors:  Apiwat Wangweerawong; Joshua R Hummel; Robert G Bergman; Jonathan A Ellman
Journal:  J Org Chem       Date:  2016-02-04       Impact factor: 4.354

4.  An expeditious route to sterically encumbered nonproteinogenic α-amino acid precursors using allylboronic acids.

Authors:  Samrat Sahu; Ganesh Karan; Lisa Roy; Modhu Sudan Maji
Journal:  Chem Sci       Date:  2022-01-28       Impact factor: 9.825
  4 in total

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