Literature DB >> 20480094

Structure and reactivity of bicyclic methylene aziridines prepared by intramolecular aziridination of allenes.

Jeremy Robertson1, George C Feast, Louise V White, Victoria A Steadman, Timothy D W Claridge.   

Abstract

Unprecedented bicyclic methylene aziridines are prepared by rhodium(II)-catalyzed allene aziridination of buta-2,3-dienyl carbamates. Aspects of their NMR and X-ray data are described and a preliminary reactivity profile is given, including overall S(N)V-mode ring-opening with organometallic reagents.

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Year:  2010        PMID： 20480094     DOI： 10.1039/c003693e

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  7 in total

1.  1,4-Diazaspiro[2.2]pentanes as a flexible platform for the synthesis of diamine-bearing stereotriads.

Authors:  Jared W Rigoli; Luke A Boralsky; John C Hershberger; Dagmara Marston; Alan R Meis; Ilia A Guzei; Jennifer M Schomaker
Journal:  J Org Chem       Date:  2012-02-14       Impact factor: 4.354

2.  Biomimetic 2-Imino-Nazarov Cyclizations via Eneallene Aziridination.

Authors:  Joshua R Corbin; Devin R Ketelboeter; Israel Fernández; Jennifer M Schomaker
Journal:  J Am Chem Soc       Date:  2020-03-10       Impact factor: 15.419

3.  Stereocontrolled Syntheses of Seven-Membered Carbocycles by Tandem Allene Aziridination/[4+3] Reaction.

Authors:  Nels C Gerstner; Christopher S Adams; Maik Tretbar; Jennifer M Schomaker
Journal:  Angew Chem Int Ed Engl       Date:  2016-10-10       Impact factor: 15.336

4.  Modular functionalization of allenes to aminated stereotriads.

Authors:  Christopher S Adams; Luke A Boralsky; Ilia A Guzei; Jennifer M Schomaker
Journal:  J Am Chem Soc       Date:  2012-06-20       Impact factor: 15.419

5.  Allene functionalization via bicyclic methylene aziridines.

Authors:  Luke A Boralsky; Dagmara Marston; R David Grigg; John C Hershberger; Jennifer M Schomaker
Journal:  Org Lett       Date:  2011-03-25       Impact factor: 6.005

6.  Oxidative allene amination for the synthesis of nitrogen-containing heterocycles.

Authors:  Josephine Eshon; Nels C Gerstner; Jennifer M Schomaker
Journal:  ARKIVOC       Date:  2018-11-26       Impact factor: 1.140

Review 7.  Synthesis and applications of methyleneaziridines.

Authors:  Bin Pan; Feng Li; Yingying Zhao
Journal:  RSC Adv       Date:  2020-10-27       Impact factor: 4.036
  7 in total

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