Literature DB >> 14587725

Proline-catalysed asymmetric amination of alpha,alpha-disubstituted aldehydes: synthesis of configurationally stable enantioenriched alpha-aminoaldehydes.

Henning Vogt1, Sylvia Vanderheiden, Stefan Bräse.   

Abstract

Proline-catalysed amination of alpha,alpha-disubstituted racemic aldehydes with azodicarboxylates proceeds smoothly to give configurationally stable scalemic aldehydes and oxazolidinones in up to 86% ee.

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Year:  2003        PMID: 14587725     DOI: 10.1039/b305465a

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


  4 in total

1.  Direct asymmetric amination of α-branched cyclic ketones catalyzed by a chiral phosphoric acid.

Authors:  Xiaoyu Yang; F Dean Toste
Journal:  J Am Chem Soc       Date:  2015-02-26       Impact factor: 15.419

Review 2.  Organocatalyzed asymmetric alpha-oxidation, alpha-aminoxylation and alpha-amination of carbonyl compounds.

Authors:  Tirayut Vilaivan; Worawan Bhanthumnavin
Journal:  Molecules       Date:  2010-02-11       Impact factor: 4.411

3.  Asymmetric amination of α,α-dialkyl substituted aldehydes catalyzed by a simple chiral primary amino acid and its application to the preparation of a S1P1 agonist.

Authors:  Qiong Xiao; Yifan Tang; Ping Xie; Dali Yin
Journal:  RSC Adv       Date:  2019-10-18       Impact factor: 4.036

Review 4.  Electrophilic Aminating Agents in Total Synthesis.

Authors:  Lauren G O'Neil; John F Bower
Journal:  Angew Chem Int Ed Engl       Date:  2021-08-06       Impact factor: 16.823

  4 in total

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