Literature DB >> 11405751

Amination of grignard reagents with retention of configuration.

R W Hoffmann1, B Hölzer, O Knopff.   

Abstract

[see reaction]. The stereochemistry of electrophilic amination has been probed using the chiral Grignard reagent 5, in which the magnesium-bearing carbon atom is the sole stereogenic center. Amination with azidomethyl phenyl sulfide 1 and with O-sulfonyloxime 2 were found to proceed with full retention of configuration.

Entities:  

Year:  2001        PMID： 11405751     DOI： 10.1021/ol0160248

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


  2 in total

1.  Direct stereospecific amination of alkyl and aryl pinacol boronates.

Authors:  Scott N Mlynarski; Alexander S Karns; James P Morken
Journal:  J Am Chem Soc       Date:  2012-09-24       Impact factor: 15.419

2.  General stereoretentive preparation of chiral secondary mixed alkylmagnesium reagents and their use for enantioselective electrophilic aminations.

Authors:  Alexander Kremsmair; Henrik R Wilke; Matthias M Simon; Quirin Schmidt; Konstantin Karaghiosoff; Paul Knochel
Journal:  Chem Sci       Date:  2021-10-19       Impact factor: 9.825
  2 in total

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