Literature DB >> 27152053

Acetoxy-Substituted Cyclopropane Dicarbonyls as Stable Donor-Acceptor-Acceptor Cyclopropanes.

Yahaira Reyes1, Keith T Mead1.   

Abstract

A study of cyclopropanations of oxy-substituted ethenes with ethyl α-diazoaroyl acetates is described. Whereas trimethylsilyl vinyl ether and ethyl vinyl ether gave dihydrofuran products, stable cyclopropanes were isolated when vinyl acetate was used. Yields ranged from 0-87%, depending on the nature and position of the aryl ring substituent.

Entities:  

Keywords:  Beta-lactones; Cyclopropanations; Dihydrofurans; Donor-acceptor-acceptorm Rhodium catalyzed

Year:  2015        PMID： 27152053      PMCID： PMC4852370          DOI： 10.1055/s-0034-1379934

Source DB:  PubMed          Journal:  Synthesis (Stuttg)        ISSN： 0039-7881            Impact factor:   3.157


  22 in total

1.  Catalytic [3+2] annulation of aminocyclopropanes for the enantiospecific synthesis of cyclopentylamines.

Authors:  Florian de Nanteuil; Jérôme Waser
Journal:  Angew Chem Int Ed Engl       Date:  2011-10-26       Impact factor: 15.336

2.  Indium-catalyzed cycloisomerizations of cyclopropene-3,3-dicarbonyl compounds: efficient access to benzo-fused heteroaromatics and heterobiaryls.

Authors:  Lien H Phun; Joel Aponte-Guzman; Stefan France
Journal:  Angew Chem Int Ed Engl       Date:  2012-02-16       Impact factor: 15.336

3.  Pd-catalyzed sequential C-C bond formation and cleavage: evidence for an unexpected generation of arylpalladium(II) species.

Authors:  So Won Youn; Byung Seok Kim; Arun R Jagdale
Journal:  J Am Chem Soc       Date:  2012-07-05       Impact factor: 15.419

4.  Highly enantioselective and diastereoselective cycloaddition of cyclopropanes with nitrones and its application in the kinetic resolution of 2-substituted cyclopropane-1,1-dicarboxylates.

Authors:  Yan-Biao Kang; Xiu-Li Sun; Yong Tang
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

5.  Donor-acceptor cyclopropanes as three-carbon components in a [4+3] cycloaddition reaction with 1,3-diphenylisobenzofuran.

Authors:  Olga A Ivanova; Ekaterina M Budynina; Yuri K Grishin; Igor V Trushkov; Pavel V Verteletskii
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

6.  Dirhodium(II) tetrakis[methyl 2-oxaazetidine-4-carboxylate]: a chiral dirhodium(II) carboxamidate of exceptional reactivity and selectivity.

Authors:  M P Doyle; S B Davies; W Hu
Journal:  Org Lett       Date:  2000-04-20       Impact factor: 6.005

7.  A catalytic homo-Nazarov cyclization protocol for the synthesis of heteroaromatic ring-fused cyclohexanones.

Authors:  Lien H Phun; Dadasaheb V Patil; Marchello A Cavitt; Stefan France
Journal:  Org Lett       Date:  2011-03-18       Impact factor: 6.005

8.  GaCl(3)-catalyzed insertion of diazene derivatives into the cyclopropane ring.

Authors:  Vadim S Korotkov; Oleg V Larionov; Anja Hofmeister; Jörg Magull; Armin de Meijere
Journal:  J Org Chem       Date:  2007-09-07       Impact factor: 4.354

9.  The cycloaddition of nitrones with homochiral cyclopropanes.

Authors:  Katarina Sapeta; Michael A Kerr
Journal:  J Org Chem       Date:  2007-10-06       Impact factor: 4.354

10.  trans-Directing ability of the amide group: enabling the enantiocontrol in the synthesis of 1,1-dicarboxy cyclopropanes. Reaction development, scope, and synthetic applications.

Authors:  David Marcoux; Sébastien R Goudreau; André B Charette
Journal:  J Org Chem       Date:  2009-12-04       Impact factor: 4.354
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