Literature DB >> 22176260

Enantioselective palladium-catalyzed [3 + 2] cycloadditions of trimethylenemethane with nitroalkenes.

Barry M Trost1, Dustin A Bringley, Pamela S Seng.   

Abstract

Nitroalkenes readily undergo palladium-catalyzed [3 + 2] cycloaddition with trimethylenemethane to generate nitrocyclopentanes in excellent yield and enantioselectivity. Furthermore, the products thus formed are highly versatile synthetic intermediates and provide convenient access to both cyclopentylamines and cyclopentenones.
© 2011 American Chemical Society

Entities:  

Mesh：

Substances：

Year:  2011        PMID： 22176260      PMCID： PMC3268375          DOI： 10.1021/ol2030179

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  11 in total

1.  Asymmetric synthesis of methylenetetrahydrofurans by palladium-catalyzed [3 + 2] cycloaddition of trimethylenemethane with aldehydes--a novel ligand design.

Authors:  Barry M Trost; Dustin A Bringley; Steven M Silverman
Journal:  J Am Chem Soc       Date:  2011-05-03       Impact factor: 15.419

2.  Enantioselective construction of highly substituted pyrrolidines by palladium-catalyzed asymmetric [3+2] cycloaddition of trimethylenemethane with ketimines.

Authors:  Barry M Trost; Steven M Silverman
Journal:  J Am Chem Soc       Date:  2010-06-23       Impact factor: 15.419

3.  Asymmetric hydroformylation of an enantiomerically pure bicyclic lactam: efficient synthesis of functionalised cyclopentylamines.

Authors:  Gary M Noonan; Christopher J Cobley; Tomas Lebl; Matthew L Clarke
Journal:  Chemistry       Date:  2010-11-15       Impact factor: 5.236

4.  Palladium-catalyzed asymmetric [3+2] cycloaddition of trimethylenemethane with imines.

Authors:  Barry M Trost; Steven M Silverman; James P Stambuli
Journal:  J Am Chem Soc       Date:  2007-09-21       Impact factor: 15.419

5.  Enantioselective construction of spirocyclic oxindolic cyclopentanes by palladium-catalyzed trimethylenemethane-[3+2]-cycloaddition.

Authors:  Barry M Trost; Nicolai Cramer; Steven M Silverman
Journal:  J Am Chem Soc       Date:  2007-09-20       Impact factor: 15.419

6.  Synthesis of cyclopentitols by ring-closing approaches.

Authors:  Vanya B Kurteva; Carlos A M Afonso
Journal:  Chem Rev       Date:  2009-12       Impact factor: 60.622

7.  Palladium-catalyzed asymmetric [3 + 2] trimethylenemethane cycloaddition reactions.

Authors:  Barry M Trost; James P Stambuli; Steven M Silverman; Ulrike Schwörer
Journal:  J Am Chem Soc       Date:  2006-10-18       Impact factor: 15.419

8.  AuBr3-catalyzed thiooxime-to-carbonyl conversion: from chiral aliphatic nitro compounds to ketones without racemization.

Authors:  Jordi Burés; Carles Isart; Jaume Vilarrasa
Journal:  Org Lett       Date:  2009-10-01       Impact factor: 6.005

9.  Intermolecular, catalytic asymmetric hydroamination of bicyclic alkenes and dienes in high yield and enantioselectivity.

Authors:  Jianrong Steve Zhou; John F Hartwig
Journal:  J Am Chem Soc       Date:  2008-08-21       Impact factor: 15.419

Review 10.  Antiviral agents active against influenza A viruses.

Authors:  Erik De Clercq
Journal:  Nat Rev Drug Discov       Date:  2006-12       Impact factor: 84.694
View more
  5 in total

1.  Enantioselective synthesis of 2,2-disubstituted tetrahydrofurans: palladium-catalyzed [3+2] cycloadditions of trimethylenemethane with ketones.

Authors:  Barry M Trost; Dustin A Bringley
Journal:  Angew Chem Int Ed Engl       Date:  2013-03-12       Impact factor: 15.336

2.  Highly substituted enantioenriched cyclopentane derivatives by palladium-catalyzed [3 + 2] trimethylenemethane cycloadditions with disubstituted nitroalkenes.

Authors:  Barry M Trost; Dustin A Bringley; B Michael O'Keefe
Journal:  Org Lett       Date:  2013-10-25       Impact factor: 6.005

3.  Rapid access to spirocyclic oxindole alkaloids: application of the asymmetric palladium-catalyzed [3 + 2] trimethylenemethane cycloaddition.

Authors:  Barry M Trost; Dustin A Bringley; Ting Zhang; Nicolai Cramer
Journal:  J Am Chem Soc       Date:  2013-11-06       Impact factor: 15.419

Review 4.  Cephalotaxus Alkaloids.

Authors:  Joëlle Pérard-Viret; Laith Quteishat; Rana Alsalim; Jacques Royer; Françoise Dumas
Journal:  Alkaloids Chem Biol       Date:  2017-08-16

5.  Asymmetric Redox-Annulation of Cyclic Amines.

Authors:  YoungKu Kang; Weijie Chen; Martin Breugst; Daniel Seidel
Journal:  J Org Chem       Date:  2015-10-02       Impact factor: 4.354
  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.