Literature DB >> 25598556

(3+2)-Cycloaddition Reactions of Oxyallyl Cations.

Hui Li1, Jimmy Wu1.   

Abstract

The (3+2)-cycloaddition reaction involving oxyallyl cations has proven to be a versatile and efficient approach for the construction of five-membered carbo- and heterocycles, which are prevalent frameworks in natural products and pharmaceuticals. The following article will provide a brief summary of recent disclosures on this process featuring chemo-, regio- and diastereoselective oxyallyl cycloadditions with both electron-rich and electron-deficient 2π partners.

Entities:  

Keywords:  cycloaddtion; diastereoselectivity; heterocycles; oxyallyl cation; regioselectivity

Year:  2015        PMID: 25598556      PMCID: PMC4296510          DOI: 10.1055/s-0034-1378918

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


  32 in total

1.  Metal-Assisted Cycloaddition Reactions in Organotransition Metal Chemistry.

Authors:  Hans-Werner Frühauf
Journal:  Chem Rev       Date:  1997-05-08       Impact factor: 60.622

2.  8-Oxabicyclo[3.2.1]oct-6-en-3-ones: application to the asymmetric synthesis of polyoxygenated building blocks.

Authors:  Ingo V Hartung; H Martin R Hoffmann
Journal:  Angew Chem Int Ed Engl       Date:  2004-04-02       Impact factor: 15.336

3.  The cycloaddition strategy for the synthesis of natural products containing carbocyclic seven-membered rings.

Authors:  Merle A Battiste; Phillip M Pelphrey; Dennis L Wright
Journal:  Chemistry       Date:  2006-04-24       Impact factor: 5.236

4.  Enantioselective synthesis of the complex rocaglate (-)-silvestrol.

Authors:  Baudouin Gerard; Regina Cencic; Jerry Pelletier; John A Porco
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

5.  Gallium(III)-catalyzed three-component (4+3) cycloaddition reactions.

Authors:  Xinping Han; Hui Li; Russell P Hughes; Jimmy Wu
Journal:  Angew Chem Int Ed Engl       Date:  2012-09-11       Impact factor: 15.336

Review 6.  Exploration of fundamental and synthetic aspects of the intramolecular 4 + 3 cycloaddition reaction.

Authors:  M Harmata
Journal:  Acc Chem Res       Date:  2001-07       Impact factor: 22.384

7.  Regioselective reactions of 1-alkylidene-2-oxyallyl cations with furan: control of [4 + 3] cycloaddition, [3 + 2] cycloaddition, and electrophilic substitution.

Authors:  Morifumi Fujita; Makoto Oshima; Sakuro Okuno; Takashi Sugimura; Tadashi Okuyama
Journal:  Org Lett       Date:  2006-08-31       Impact factor: 6.005

8.  Dual catalysis in enantioselective oxidopyrylium-based [5 + 2] cycloadditions.

Authors:  Noah Z Burns; Michael R Witten; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2011-08-25       Impact factor: 15.419

9.  A tandem epoxidation/stereoselective intramolecular [4+3] cycloaddition reaction involving nitrogen-stabilized oxyallyl cations derived from chiral allenamides.

Authors:  Challeppan Rameshkumar; Richard P Hsung
Journal:  Angew Chem Int Ed Engl       Date:  2004-02-01       Impact factor: 15.336

10.  Tandem dienone photorearrangement-cycloaddition for the rapid generation of molecular complexity.

Authors:  Pieter H Bos; Mitchell T Antalek; John A Porco; Corey R J Stephenson
Journal:  J Am Chem Soc       Date:  2013-11-13       Impact factor: 15.419

View more
  4 in total

1.  Intercepted Retro-Nazarov Reaction: Syntheses of Amidino-Rocaglate Derivatives and Their Biological Evaluation as eIF4A Inhibitors.

Authors:  Wenhan Zhang; Jennifer Chu; Andrew M Cyr; Han Yueh; Lauren E Brown; Tony T Wang; Jerry Pelletier; John A Porco
Journal:  J Am Chem Soc       Date:  2019-07-30       Impact factor: 15.419

2.  Mechanistic Perspectives in the Regioselective Indole Addition to Unsymmetrical Silyloxyallyl Cations.

Authors:  Caitlin G Bresnahan; Kiara A Taylor-Edinbyrd; Alexander H Cleveland; Joshua A Malone; Nitin S Dange; Anne Milet; Revati Kumar; Rendy Kartika
Journal:  J Org Chem       Date:  2019-05-16       Impact factor: 4.354

3.  Diversification of Nucleophile-Intercepted Beckmann Fragmentation Products and Related Density Functional Theory Studies.

Authors:  Leah L Lowder; Fengyue Zhao; Mathes M Vaughan; K N Houk; Fang Liu; Jimmy Wu
Journal:  J Org Chem       Date:  2020-08-26       Impact factor: 4.354

4.  Cooperative benzylic-oxyallylic stabilized cations: regioselective construction of α-quaternary centers in ketone-derived compounds.

Authors:  Nitin S Dange; Jacob R Stepherson; Caitlan E Ayala; Frank R Fronczek; Rendy Kartika
Journal:  Chem Sci       Date:  2015-07-22       Impact factor: 9.825

  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.