Literature DB >> 11695681

Development of dirhodium(II)-catalyzed generation and enantioselective 1,3-dipolar cycloaddition of carbonyl ylides.

D M Hodgson1, P A Stupple, F Y Pierard, A H Labande, C Johnstone.   

Abstract

Catalytic, enantioselective, tandem carbonyl ylide formation/cycloaddition of 2-diazo-3,6-diketoester 2 with the use of dirhodium tetrakiscarboxylate and tetrakisbinaphtholphosphate catalysts to give the cycloadducts 3 in good yields and up to 90% ee is described.

Entities:  

Year:  2001        PMID： 11695681     DOI： 10.1002/1521-3765(20011015)7:20<4465::aid-chem4465>3.0.co;2-w

Source DB:  PubMed          Journal:  Chemistry        ISSN： 0947-6539            Impact factor:   5.236


  11 in total

1.  Copper-catalyzed intramolecular alkene carboetherification: synthesis of fused-ring and bridged-ring tetrahydrofurans.

Authors:  Yan Miller; Lei Miao; Azade S Hosseini; Sherry R Chemler
Journal:  J Am Chem Soc       Date:  2012-07-05       Impact factor: 15.419

2.  Recent Advances in the Stereoselective Synthesis of Tetrahydrofurans.

Authors:  John P Wolfe; Michael B Hay
Journal:  Tetrahedron       Date:  2007-01-08       Impact factor: 2.457

3.  Diastereoselective syntheses of substituted cis-hydrindanones featuring sequential inter- and intramolecular Michael reactions.

Authors:  Junjia Liu; Maurice A Marsini; T Aaron Bedell; Paul J Reider; Erik J Sorensen
Journal:  Tetrahedron       Date:  2016-03-15       Impact factor: 2.457

4.  Cu(I)-catalyzed diamination of conjugated olefins with tunable anionic counterions. A possible approach to asymmetric diamination.

Authors:  Baoguo Zhao; Haifeng Du; Yian Shi
Journal:  J Org Chem       Date:  2009-11-06       Impact factor: 4.354

5.  The Rhodium(II) Carbenoid Cyclization-Cycloaddition Cascade of alpha-Diazo Dihydroindolinones for the Synthesis of Novel Azapolycyclic Ring Systems.

Authors:  Dylan B England; James M Eagan; Gokce Merey; Olcay Anac; Albert Padwa
Journal:  Tetrahedron       Date:  2008-02-04       Impact factor: 2.457

6.  High Symmetry Dirhodium(II) Paddlewheel Complexes as Chiral Catalysts.

Authors:  Jørn Hansen; Huw M L Davies
Journal:  Coord Chem Rev       Date:  2008-03       Impact factor: 22.315

7.  Catalytic enantioselective intermolecular cycloadditions of 2-diazo-3,6-diketoester-derived carbonyl ylides with alkene dipolarophiles.

Authors:  David M Hodgson; Tobias Brückl; Rebecca Glen; Agnès H Labande; Deborah A Selden; Alexander G Dossetter; Alison J Redgrave
Journal:  Proc Natl Acad Sci U S A       Date:  2004-03-22       Impact factor: 11.205

8.  Guide to Enantioselective Dirhodium(II)-Catalyzed Cyclopropanation with Aryldiazoacetates.

Authors:  Kathryn M Chepiga; Changming Qin; Joshua S Alford; Spandan Chennamadhavuni; Timothy M Gregg; Jeremy P Olson; Huw M L Davies
Journal:  Tetrahedron       Date:  2013-07-08       Impact factor: 2.457

9.  Intramolecular carbenoid ylide forming reactions of 2-diazo-3-keto-4-phthalimidocarboxylic esters derived from methionine and cysteine.

Authors:  Marc Enßle; Stefan Buck; Roland Werz; Gerhard Maas
Journal:  Beilstein J Org Chem       Date:  2012-03-22       Impact factor: 2.883

10.  Blue light-promoted photolysis of aryldiazoacetates.

Authors:  Igor D Jurberg; Huw M L Davies
Journal:  Chem Sci       Date:  2018-05-22       Impact factor: 9.825
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