Literature DB >> 18522390

Asymmetric synthesis of terminal N-tert-butylsulfinyl aziridines from organoceriums and an alpha-chloroimine.

David M Hodgson1, Johannes Kloesges, Brian Evans.   

Abstract

Addition of N-(2-chloroethylidene)- tert-butylsulfinamide to organocerium reagents in DMPU/THF (1:10) at -78 degrees C followed by warming to 25 degrees C provides terminal N-tert-butylsulfinyl aziridines in good yields (63-92%, nine examples) and diastereomeric ratios (85:15- >99:1).

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Year:  2008        PMID： 18522390     DOI： 10.1021/ol800961a

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


  2 in total

1.  Highly stereoselective methylene transfers onto butanediacetal-protected chiral non-racemic sulfinyl imines using S-ylide technology.

Authors:  David C Forbes; Sampada V Bettigeri; Susanna C Pischek
Journal:  Chem Commun (Camb)       Date:  2009-03-09       Impact factor: 6.222

2.  Anomalous nuclear Overhauser effects in carbon-substituted aziridines: scalar cross-relaxation of the first kind.

Authors:  Ilya Kuprov; David M Hodgson; Johannes Kloesges; Christopher I Pearson; Barbara Odell; Timothy D W Claridge
Journal:  Angew Chem Int Ed Engl       Date:  2015-01-28       Impact factor: 15.336
  2 in total

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