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Literature DB >> 21028819

Enantioselective desymmetrization of cyclopropenes by hydroacylation.

Diem H T Phan¹, Kevin G M Kou, Vy M Dong.

Abstract

We report an enantioselective desymmetrization of cyclopropenes by intermolecular Rh-catalyzed hydroacylation. Cyclopropylketones, bearing quaternary stereocenters, are produced with diastereocontrol (up to >20:1) and excellent enantiomeric excess (up to >99 ee).

Entities: Chemical

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Year: 2010 PMID： 21028819 DOI： 10.1021/ja107738a

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

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Cited

32 in total

1. Dynamic Kinetic Resolution of Aldehydes by Hydroacylation.

Authors: Zhiwei Chen; Yusuke Aota; Hillary M H Nguyen; Vy M Dong
Journal: Angew Chem Int Ed Engl Date: 2019-02-27 Impact factor: 15.336

2. Functionalized Cyclopropenes and Methylenecyclopropenes from Dianions of 3-Hydroxymethylcyclopropenes.

Authors: Matthew D Hassink; Joseph M Fox
Journal: Synthesis (Stuttg) Date: 2012 Impact factor: 3.157

3. Synthesis of 2,5-Diaryl-1,5-dienes from Allylic Bromides Using Visible-Light Photoredox Catalysis.

Authors: Gerald Pratsch; Larry E Overman
Journal: J Org Chem Date: 2015-10-30 Impact factor: 4.354

4. Enantioselective hydroacylation of olefins with rhodium catalysts.

Authors: Stephen K Murphy; Vy M Dong
Journal: Chem Commun (Camb) Date: 2014-11-18 Impact factor: 6.222

5. 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

6. Organic chemistry. Rh-catalyzed C-C bond cleavage by transfer hydroformylation.

Authors: Stephen K Murphy; Jung-Woo Park; Faben A Cruz; Vy M Dong
Journal: Science Date: 2015-01-02 Impact factor: 47.728

7. 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