Literature DB >> 18613698

Terminal aziridines by alpha-deprotonation/electrophile trapping of N-protected aziridine.

David M Hodgson1, Steven P Hughes, Amber L Thompson, Tom D Heightman.   

Abstract

N-tert-Butylsulfonyl and N-tert-butylsulfinyl aziridine undergo alpha-lithiation/electrophile trapping providing a new entry to terminal aziridines. With N-tert-butylsulfinyl aziridine complete asymmetric induction is observed alpha to nitrogen.

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Year:  2008        PMID： 18613698     DOI： 10.1021/ol801224g

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


  3 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.  Structure property relationships of N-acylsulfonamides and related bioisosteres.

Authors:  Karol R Francisco; Carmine Varricchio; Thomas J Paniak; Marisa C Kozlowski; Andrea Brancale; Carlo Ballatore
Journal:  Eur J Med Chem       Date:  2021-03-28       Impact factor: 7.088

3.  Synthesis of cis-C-iodo-N-tosyl-aziridines using diiodomethyllithium: reaction optimization, product scope and stability, and a protocol for selection of stationary phase for chromatography.

Authors:  Tom Boultwood; Dominic P Affron; Aaron D Trowbridge; James A Bull
Journal:  J Org Chem       Date:  2013-06-18       Impact factor: 4.354
  3 in total

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