Literature DB >> 15038702

Catalytic enantioselective hydrostannation of cyclopropenes.

Marina Rubina1, Michael Rubin, Vladimir Gevorgyan.   

Abstract

The first examples of catalytic enantioselective hydrostannation of the C=C double bond of cyclopropenes has been demonstrated. This method allows for the efficient synthesis of 2,2-disubstituted cyclopropylstannanes with high degrees of diastereo- and enantioselectivity. The facial selectivity of this reaction is entirely controlled by steric factors. A variety of functional groups at C-3 of the cyclopropenes were tolerated.

Entities:  

Year:  2004        PMID: 15038702     DOI: 10.1021/ja0496928

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


  10 in total

1.  Regiodivergent metal-catalyzed rearrangement of 3-iminocyclopropenes into N-fused heterocycles.

Authors:  Stepan Chuprakov; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2007-09-25       Impact factor: 6.005

2.  Directed nucleophilic addition of phenoxides to cyclopropenes.

Authors:  Pavel Yamanushkin; Michael Lu-Diaz; Andrew Edwards; Nicolai A Aksenov; Marina Rubina; Michael Rubin
Journal:  Org Biomol Chem       Date:  2017-10-04       Impact factor: 3.876

3.  Efficient one-pot synthesis of 1-arylcycloprop-2-ene-1-carboxamides.

Authors:  Andrew Edwards; Michael Rubin
Journal:  Org Biomol Chem       Date:  2016-03-14       Impact factor: 3.876

4.  Facially selective Cu-catalyzed carbozincation of cyclopropenes using arylzinc reagents formed by sequential I/Mg/Zn exchange.

Authors:  Vinod Tarwade; Ramajeyam Selvaraj; Joseph M Fox
Journal:  J Org Chem       Date:  2012-10-19       Impact factor: 4.354

5.  Synthesis of 1,5-Dioxocanes via the Two-Fold C-O Bond Forming Nucleophilic 4+4-Cyclodimerization of Cycloprop-2-en-1-ylmethanols.

Authors:  Andrew Edwards; Trevor Bennin; Marina Rubina; Michael Rubin
Journal:  RSC Adv       Date:  2015-08-19       Impact factor: 3.361

6.  Directed carbozincation reactions of cyclopropene derivatives.

Authors:  Vinod Tarwade; Xiaozhong Liu; Ni Yan; Joseph M Fox
Journal:  J Am Chem Soc       Date:  2009-04-22       Impact factor: 15.419

7.  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

8.  Heptamethylindenyl (Ind*) enables diastereoselective benzamidation of cyclopropenes via Rh(iii)-catalyzed C-H activation.

Authors:  Natthawat Semakul; Kelvin E Jackson; Robert S Paton; Tomislav Rovis
Journal:  Chem Sci       Date:  2016-09-23       Impact factor: 9.825

9.  Diastereo- and enantioselective copper catalyzed hydroallylation of disubstituted cyclopropenes.

Authors:  Heiko Sommer; Ilan Marek
Journal:  Chem Sci       Date:  2018-07-02       Impact factor: 9.825

10.  Pd-Catalyzed Enantioselective Hydroalkynylation of Cyclopropenes.

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

  10 in total

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