Literature DB >> 17407299

Cross-metathesis between alpha-methylene-gamma-butyrolactone and olefins: a dramatic additive effect.

Joëlle Moïse1, Stellios Arseniyadis, Janine Cossy.   

Abstract

[reaction: see text] Olefin cross-metathesis between alpha-methylene-gamma-butyrolactone and terminal olefins is described. Moderate to excellent yields of alpha-alkylidene-gamma-butyrolactones were obtained with high E-stereoselectivity in the presence of low catalyst loading in refluxing CH2Cl2. In addition, the use of various additives was found to have a dramatic effect on the efficiency of the cross-metathesis (CM) process by circumventing the formation of the isomerized byproduct.

Entities:  

Mesh:

Substances:

Year:  2007        PMID: 17407299     DOI: 10.1021/ol0703940

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


  11 in total

1.  Halocarbocyclization entry into the oxabicyclo[4.3.1]decyl exomethylene-δ-lactone cores of linearifolin and zaluzanin A: exploiting combinatorial catalysis.

Authors:  Sandeep K Ginotra; Jacob A Friest; David B Berkowitz
Journal:  Org Lett       Date:  2012-02-08       Impact factor: 6.005

Review 2.  Synthetic Strategies Employed for the Construction of Fostriecin and Related Natural Products.

Authors:  Barry M Trost; Joshua D Knopf; Cheyenne S Brindle
Journal:  Chem Rev       Date:  2016-12-08       Impact factor: 60.622

3.  Asymmetric total syntheses of megacerotonic acid and shimobashiric acid A.

Authors:  Scott W Krabbe; Jeffrey S Johnson
Journal:  Org Lett       Date:  2015-02-20       Impact factor: 6.005

4.  A Single-Flask Synthesis of α-Alkylidene and α-Benzylidene Lactones from Ethoxyacetylene, Epoxides/Oxetanes, and Carbonyl Compounds.

Authors:  Kevin Ng; Vincent Tran; Thomas Minehan
Journal:  Tetrahedron Lett       Date:  2016-01-20       Impact factor: 2.415

5.  About the activity and selectivity of less well-known metathesis catalysts during ADMET polymerizations.

Authors:  Hatice Mutlu; Lucas Montero de Espinosa; Oĝuz Türünç; Michael A R Meier
Journal:  Beilstein J Org Chem       Date:  2010-12-03       Impact factor: 2.883

6.  Synthesis of new polyesters by acyclic diene metathesis polymerization of bio-based α,ω-dienes prepared from eugenol and castor oil (undecenoate).

Authors:  Duy Le; Chanatip Samart; Suwadee Kongparakul; Kotohiro Nomura
Journal:  RSC Adv       Date:  2019-04-02       Impact factor: 4.036

7.  From α-Bromomethylbutenolide to Fused Tri(Tetra) Cyclic Dihydrofurandiones through Barbier Reaction-Heck Arylation Sequence.

Authors:  Arbia Talbi; Anne Gaucher; Flavien Bourdreux; Jérôme Marrot; Mohamed L Efrit; Hédi M'Rabet; Damien Prim
Journal:  Molecules       Date:  2017-12-08       Impact factor: 4.411

8.  Bimolecular Cross-Metathesis of a Tetrasubstituted Alkene with Allylic Sulfones.

Authors:  Rishi R Sapkota; Jacqueline M Jarvis; Tanner M Schaub; Marat R Talipov; Jeffrey B Arterburn
Journal:  ChemistryOpen       Date:  2019-02-14       Impact factor: 2.911

9.  Total synthesis of the indolizidine alkaloid tashiromine.

Authors:  Stephen P Marsden; Alison D McElhinney
Journal:  Beilstein J Org Chem       Date:  2008-01-26       Impact factor: 2.883

10.  Synthesis of Aromatic Retinoids and Curcuminoids and Evaluation of their Antiproliferative, Antiradical, and Anti-inflammatory Activities.

Authors:  Jacek W Morzycki; Lucie Rárová; Jiři Grúz; Tomasz Sawczuk; Urszula Kiełczewska; Leszek Siergiejczyk; Agnieszka Wojtkielewicz
Journal:  ChemistryOpen       Date:  2016-06-15       Impact factor: 2.911

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.