Literature DB >> 10814094

Effective ring-opening reaction of aziridines with trimethylsilyl compounds: A facile access to beta-amino acids and 1,2-diamine derivatives

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Abstract

Ring-opening reactions of aziridines with trimethylsilyl compounds triggered by tetrabutylammonium fluoride give the corresponding products regioselectively in excellent yield. It provides a facile and efficient procedure for the ring-opening reactions of aziridines and affords a practical access to the synthesis of cyano-, azido-, or chloroamines because of its efficiency and simplicity. The products are easily transformed to vicinal diamines or beta-amino acids.

Entities:  

Year:  2000        PMID: 10814094     DOI: 10.1021/jo9913816

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


  4 in total

1.  Rh2(II)-Catalyzed Intermolecular N-Aryl Aziridination of Olefins Using Nonactivated N Atom Precursors.

Authors:  Tianning Deng; Wrickban Mazumdar; Yuki Yoshinaga; Pooja B Patel; Dana Malo; Tala Malo; Donald J Wink; Tom G Driver
Journal:  J Am Chem Soc       Date:  2021-11-08       Impact factor: 15.419

2.  Catalytic Diastereo- and Enantioselective Fluoroamination of Alkenes.

Authors:  Katrina M Mennie; Steven M Banik; Elaine C Reichert; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2018-03-29       Impact factor: 15.419

Review 3.  Organocatalyzed enantioselective desymmetrization of aziridines and epoxides.

Authors:  Ping-An Wang
Journal:  Beilstein J Org Chem       Date:  2013-08-15       Impact factor: 2.883

4.  Aziridine Ring Opening as Regio- and Stereoselective Access to C-Glycosyl-Aminoethyl Sulfide Derivatives.

Authors:  Aleksandra Tracz; Martyna Malinowska; Stanisław Leśniak; Anna Zawisza
Journal:  Molecules       Date:  2022-03-08       Impact factor: 4.411

  4 in total

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