Literature DB >> 15228283

A convenient synthesis of chiral nonracemic vinyl aziridines.

Daniel Morton1, David Pearson, Robert A Field, Robert A Stockman.   

Abstract

[reaction: see text] The preparation of a range of alkyl and aryl chiral vinyl aziridines was achieved in high yield and stereoselectivity, and with excellent diastereoselectivity, by reaction of tert-butylsulfinylimines with the ylide derived from S-allyl tetrahydrothiophenium bromide.

Entities:  

Year:  2004        PMID： 15228283     DOI： 10.1021/ol049252l

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


  5 in total

1.  Synthesis of Chiral Aziridines through Decarboxylative Generation of Sulfur Ylides and their Reaction with Chiral Sulfinyl Imines.

Authors:  David C Forbes; Sampada V Bettigeri; Sejal R Amin; Christie J Bean; Amanda M Law; Robert A Stockman
Journal:  Synth Commun       Date:  2009-01-01       Impact factor: 2.007

2.  S-Methylidene Agents: Preparation of Chiral Non-Racemic Heterocycles.

Authors:  David C Forbes; Sampada V Bettigeri; Samit A Patrawala; Susanna C Pischek; Michael C Standen
Journal:  Tetrahedron       Date:  2009-01-03       Impact factor: 2.457

3.  Construct indeno[1,2-b]oxepine or cis-cyclopropylacrylate by sulfur ylides.

Authors:  Qinfang Chen; Yihao Pan; Dongxin Zhao; Weiran Yang; Jing Zheng
Journal:  RSC Adv       Date:  2020-06-08       Impact factor: 3.361

4.  Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines.

Authors:  Ashley N Jarvis; Andrew B McLaren; Helen M I Osborn; Joseph Sweeney
Journal:  Beilstein J Org Chem       Date:  2013-05-02       Impact factor: 2.883

5.  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
  5 in total

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