Literature DB >> 15686368

Ketone synthesis by intramolecular acylation of organorhodium(I) with ester.

Tomoya Miura1, Taisuke Sasaki, Hiroki Nakazawa, Masahiro Murakami.   

Abstract

New cyclization reactions forming cyclic ketones were developed wherein an intermediate organorhodium(I) species underwent intramolecular acylation with an ester group. A 2-norbornanone skeleton is constructed in a single operation through successive multiple carbon-carbon bond formation. The reactions ended up with generation of an alkoxyrhodium(I) species to promote the next catalytic cycle.

Entities:  

Year:  2005        PMID： 15686368     DOI： 10.1021/ja043123i

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


  8 in total

1.  Catalytic enantioselective arylative cyclizations of alkynyl 1,3-diketones by 1,4-rhodium(i) migration.

Authors:  Alistair Groves; Jinwei Sun; Hal R I Parke; Michael Callingham; Stephen P Argent; Laurence J Taylor; Hon Wai Lam
Journal:  Chem Sci       Date:  2020-02-06       Impact factor: 9.825

2.  Iridium-catalyzed arylative cyclization of alkynones by 1,4-iridium migration.

Authors:  Benjamin M Partridge; Jorge Solana González; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2014-05-19       Impact factor: 15.336

3.  Catalytic 1,4-rhodium(III) migration enables 1,3-enynes to function as one-carbon oxidative annulation partners in C-H functionalizations.

Authors:  David J Burns; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-22       Impact factor: 15.336

4.  Arylative Intramolecular Allylation of Ketones with 1,3-Enynes Enabled by Catalytic Alkenyl-to-Allyl 1,4-Rhodium(I) Migration.

Authors:  Benjamin M Partridge; Michael Callingham; William Lewis; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2017-05-19       Impact factor: 15.336

5.  Addition of arylstannanes to alkynes giving ortho-alkenylarylstannanes catalysed cooperatively by a rhodium complex and zinc chloride.

Authors:  Jialin Ming; Qi Shi; Tamio Hayashi
Journal:  Chem Sci       Date:  2018-08-17       Impact factor: 9.825

Review 6.  Nickel-Catalyzed Arylative Cyclizations of Alkyne- and Allene-Tethered Electrophiles using Arylboron Reagents.

Authors:  Simone M Gillbard; Hon Wai Lam
Journal:  Chemistry       Date:  2022-01-27       Impact factor: 5.020

7.  The isomerization of allylrhodium intermediates in the rhodium-catalyzed nucleophilic allylation of cyclic imines.

Authors:  Hamish B Hepburn; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2014-09-09       Impact factor: 15.336

8.  Enantioselective Nickel-Catalyzed anti-Carbometallative Cyclizations of Alkynyl Electrophiles Enabled by Reversible Alkenylnickel E/Z Isomerization.

Authors:  Christopher Clarke; Celia A Incerti-Pradillos; Hon Wai Lam
Journal:  J Am Chem Soc       Date:  2016-06-22       Impact factor: 15.419
  8 in total

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