Literature DB >> 28741951

Tandem Hydroalumination/Cu-Catalyzed Asymmetric Vinyl Metalation as a New Access to Enantioenriched Vinylcyclopropane Derivatives.

Daniel S Müller1, Veronika Werner1, Sema Akyol2, Hans-Günther Schmalz2, Ilan Marek1.   

Abstract

Herein, we report the first enantio- and diastereoselective addition of stereodefined vinyl organometallic reagents to cyclopropenes. The operationally simple tandem hydroalumination and copper-catalyzed vinylmetalation allows for the unique access of a diverse set of enantioenriched vinylcyclopropane derivatives.

Entities:  

Year:  2017        PMID: 28741951     DOI: 10.1021/acs.orglett.7b01661

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


  8 in total

1.  Intramolecular nucleophilic addition of carbanions generated from N-benzylamides to cyclopropenes.

Authors:  Vladimir Maslivetc; Colby Barrett; Nicolai A Aksenov; Marina Rubina; Michael Rubin
Journal:  Org Biomol Chem       Date:  2018-01-03       Impact factor: 3.876

2.  Efficient and stereodivergent synthesis of unsaturated acyclic fragments bearing contiguous stereogenic elements.

Authors:  Jeffrey Bruffaerts; David Pierrot; Ilan Marek
Journal:  Nat Chem       Date:  2018-08-27       Impact factor: 24.427

3.  Diastereo- and enantioselective preparation of cyclopropanol derivatives.

Authors:  Marwan Simaan; Ilan Marek
Journal:  Beilstein J Org Chem       Date:  2019-03-21       Impact factor: 2.883

4.  Mechanistic Insights on the Selectivity of the Tandem Heck-Ring-Opening of Cyclopropyldiol Derivatives.

Authors:  Anthony Cohen; Alexander Kaushansky; Ilan Marek
Journal:  JACS Au       Date:  2022-03-05

5.  Stereospecific Construction of Quaternary Carbon Stereocenters from Quaternary Carbon Stereocenters.

Authors:  Kaushalendra Patel; Veeranjaneyulu Lanke; Ilan Marek
Journal:  J Am Chem Soc       Date:  2022-04-12       Impact factor: 16.383

6.  Regio- and Diastereoselective Carbometalation Reaction of Cyclopropenes.

Authors:  Yair Cohen; Ilan Marek
Journal:  Acc Chem Res       Date:  2022-09-14       Impact factor: 24.466

Review 7.  Stereospecific nucleophilic substitution at tertiary and quaternary stereocentres.

Authors:  Veeranjaneyulu Lanke; Ilan Marek
Journal:  Chem Sci       Date:  2020-07-28       Impact factor: 9.825

8.  Pd-Catalyzed Enantioselective Hydroalkynylation of Cyclopropenes.

Authors:  Longyang Dian; Ilan Marek
Journal:  ACS Catal       Date:  2019-12-26       Impact factor: 13.084

  8 in total

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