Literature DB >> 33988373

Carbamoyl Anion Addition to Azirines.

Michael J Kerner1, Christian A Kuttruff2, Maxim Chevliakov3, Frederic G Buono3, Donghong A Gao4, Mariusz Krawiec4, Carl A Busacca3, Chris H Senanayake3, Peter Wipf1, Jonathan T Reeves3.   

Abstract

The addition of carbamoyl anions to azirines affords synthetically useful 2-aziridinyl amide building blocks. The reaction scope was explored with respect to both formamide and azirine, and the addition was found to be highly diastereoselective. A one-pot conversion of a ketoxime to an aziridinyl amide was demonstrated. The method was employed to incorporate an aziridine residue into a dipeptide segment.

Entities:  

Year:  2021        PMID: 33988373     DOI: 10.1021/acs.orglett.1c01334

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  1 in total

1.  Preparation of Functionalized Amides Using Dicarbamoylzincs.

Authors:  Dimitrije Djukanovic; Maximilian A Ganiek; Kohei Nishi; Konstantin Karaghiosoff; Kazushi Mashima; Paul Knochel
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-13       Impact factor: 16.823

  1 in total

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