Literature DB >> 19938025

The renaissance of alpha-methylene-gamma-butyrolactones: new synthetic approaches.

Russell R A Kitson1, Alessia Millemaggi, Richard J K Taylor.   

Abstract

The amount of research activity concerning alpha-methylene-gamma-butyrolactones and alpha-alkylidene-gamma-butyrolactones has increased dramatically in recent years. This Review summarizes the structural types, biological activities, and biosynthesis of these compounds, concentrating on publications from the past 10 years. Traditional approaches to alpha-methylene-gamma-butyrolactones and alpha-alkylidene-gamma-butyrolactones are then reviewed together with novel approaches, including those from our own research group, reported more recently.

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Year:  2009        PMID: 19938025     DOI: 10.1002/anie.200903108

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  36 in total

1.  An allenic Pauson-Khand approach to 6,12-guaianolides.

Authors:  Francois Grillet; Chaofeng Huang; Kay M Brummond
Journal:  Org Lett       Date:  2011-11-09       Impact factor: 6.005

2.  Dynamic kinetic resolution of α-keto esters via asymmetric transfer hydrogenation.

Authors:  Kimberly M Steward; Emily C Gentry; Jeffrey S Johnson
Journal:  J Am Chem Soc       Date:  2012-04-17       Impact factor: 15.419

3.  Enantioselective conversion of primary alcohols to α-exo-methylene γ-butyrolactones via iridium-catalyzed C-C bond-forming transfer hydrogenation: 2-(alkoxycarbonyl)allylation.

Authors:  T Patrick Montgomery; Abbas Hassan; Boyoung Y Park; Michael J Krische
Journal:  J Am Chem Soc       Date:  2012-06-26       Impact factor: 15.419

4.  Synthesis of deoxyelephantopin analogues.

Authors:  Roman Lagoutte; Christelle Serba; Nicolas Winssinger
Journal:  J Antibiot (Tokyo)       Date:  2017-11-01       Impact factor: 2.649

5.  Chemoselective Lewis pair polymerization of renewable multivinyl-functionalized γ-butyrolactones.

Authors:  Ravikumar R Gowda; Eugene Y-X Chen
Journal:  Philos Trans A Math Phys Eng Sci       Date:  2017-08-28       Impact factor: 4.226

6.  Targeting NF-κB p65 with a Helenalin Inspired Bis-electrophile.

Authors:  John C Widen; Aaron M Kempema; Peter W Villalta; Daniel A Harki
Journal:  ACS Chem Biol       Date:  2016-11-28       Impact factor: 5.100

7.  Face selective reduction of the exocyclic double bond in isatin derived spirocyclic lactones.

Authors:  Sandeep Rana; Amarnath Natarajan
Journal:  Org Biomol Chem       Date:  2012-11-19       Impact factor: 3.876

8.  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

9.  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

Review 10.  Ruthenium(0)-Catalyzed Cycloaddition of 1,2-Diols, Ketols, or Diones via Alcohol-Mediated Hydrogen Transfer.

Authors:  Hiroki Sato; Ben W H Turnbull; Keisuke Fukaya; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2018-02-06       Impact factor: 15.336

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