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Literature DB >> 24477293

Oxenoids in organic synthesis.

Abstract

Experimental and theoretical studies of metalated peroxides confirmed their unique properties as oxenoids (electrophilic oxidants) allowing for a highly selective and efficient oxidation processes of nucleophilic organometallic species. In this short review we present the most prominent examples of the application of this class of reagents towards organic synthesis.

Entities: Chemical

Year: 2014 PMID： 24477293 DOI： 10.1039/c3ob42349b

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

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Cited

7 in total

1. Enantioselective Construction of Acyclic Quaternary Carbon Stereocenters: Palladium-Catalyzed Decarboxylative Allylic Alkylation of Fully Substituted Amide Enolates.

Authors: Pavel Starkov; Jared T Moore; Douglas C Duquette; Brian M Stoltz; Ilan Marek
Journal: J Am Chem Soc Date: 2017-07-07 Impact factor: 15.419

2. LiOOt-Bu as a terminal oxidant in a titanium alkoxide-mediated [2+2+2] reaction cascade.

Authors: Wan Shin Kim; Claudio Aquino; Haruki Mizoguchi; Glenn C Micalizio
Journal: Tetrahedron Lett Date: 2015-06-03 Impact factor: 2.415

3. Regio- and stereoselective monoepoxidation of dienes using methyltrioxorhenium: synthesis of allylic epoxides.

Authors: Saroj Ranjan De; Ganesh Kumar; Jawahar L Jat; Saritha Birudaraju; Biao Lu; Rajkumar Manne; Narender Puli; Adeniyi Michael Adebesin; John R Falck
Journal: J Org Chem Date: 2014-10-27 Impact factor: 4.354

4. Enantioselective allylic alkylation of stereodefined polysubstituted copper enolates as an entry to acyclic quaternary carbon stereocentres.

Authors: Zackaria Nairoukh; Gunda G K S Narayana Kumar; Yury Minko; Ilan Marek
Journal: Chem Sci Date: 2016-09-15 Impact factor: 9.825

Oxenoids in organic synthesis.

1. Enantioselective Construction of Acyclic Quaternary Carbon Stereocenters: Palladium-Catalyzed Decarboxylative Allylic Alkylation of Fully Substituted Amide Enolates.

2. LiOOt-Bu as a terminal oxidant in a titanium alkoxide-mediated [2+2+2] reaction cascade.

3. Regio- and stereoselective monoepoxidation of dienes using methyltrioxorhenium: synthesis of allylic epoxides.

4. Enantioselective allylic alkylation of stereodefined polysubstituted copper enolates as an entry to acyclic quaternary carbon stereocentres.

5. Diastereo- and enantioselective preparation of cyclopropanol derivatives.

6. Regio- and Diastereoselective Carbometalation Reaction of Cyclopropenes.

7. Synthesis of Ethers via Reaction of Carbanions and Monoperoxyacetals.