Literature DB >> 19968304

Rhodium catalyzed allene amination: diastereoselective synthesis of aminocyclopropanes via a 2-amidoallylcation intermediate.

Armin H Stoll1, Simon B Blakey.   

Abstract

The interaction of a sulfamate ester derived metallonitrene with an allene generates a versatile intermediate with 2-amidoallylcation-like reactivity, capable of rearranging to give highly substituted iminocyclopropanes or acting as a novel dipolar species engaging external dipolarophiles.

Entities:  

Year:  2010        PMID： 19968304     DOI： 10.1021/ja908538t

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  11 in total

1.  Enantioselective Functionalization of Enamides at the β-Carbon Center with Indoles.

Authors:  Mirza A Saputra; Binod Nepal; Nitin S Dange; Pu Du; Frank R Fronczek; Revati Kumar; Rendy Kartika
Journal:  Angew Chem Int Ed Engl       Date:  2018-10-23       Impact factor: 15.336

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.  Rh2(II)-catalyzed nitro-group migration reactions: selective synthesis of 3-nitroindoles from β-nitro styryl azides.

Authors:  Benjamin J Stokes; Sheng Liu; Tom G Driver
Journal:  J Am Chem Soc       Date:  2011-03-14       Impact factor: 15.419

6.  Rh(II)-Catalyzed Nitrene-Transfer [5 + 1] Cycloadditions of Aryl-Substituted Vinylcyclopropanes.

Authors:  Logan A Combee; Shea L Johnson; Julie E Laudenschlager; Michael K Hilinski
Journal:  Org Lett       Date:  2019-03-25       Impact factor: 6.005

7.  I(III)-Catalyzed Oxidative Cyclization-Migration Tandem Reactions of Unactivated Anilines.

Authors:  Tianning Deng; Emily Shi; Elana Thomas; Tom G Driver
Journal:  Org Lett       Date:  2020-10-30       Impact factor: 6.005

8.  Enantioselective synthesis of 5,7-bicyclic ring systems from axially chiral allenes using a Rh(I)-catalyzed cyclocarbonylation reaction.

Authors:  Francois Grillet; Kay M Brummond
Journal:  J Org Chem       Date:  2013-03-29       Impact factor: 4.354

9.  Rh(2)(S-PTTL)(3)TPA-A Mixed Ligand Dirhodium(II) Catalyst for Enantioselective Reactions of α-Alkyl-α-Diazoesters.

Authors:  David T Boruta; Olga Dmitrenko; Glenn P A Yap; Joseph M Fox
Journal:  Chem Sci       Date:  2012-05       Impact factor: 9.825

10.  Synthesis of azasilacyclopentenes and silanols via Huisgen cycloaddition-initiated C-H bond insertion cascades.

Authors:  Jiun-Le Shih; Santa Jansone-Popova; Christopher Huynh; Jeremy A May
Journal:  Chem Sci       Date:  2017-09-04       Impact factor: 9.825
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