Literature DB >> 12708838

A domino copper-catalyzed C-O coupling-Claisen rearrangement process.

Gero Nordmann1, Stephen L Buchwald.   

Abstract

A practical method for the diastereoselective generation of two adjacent quarternary stereocenters by combining a copper-catalyzed C-O coupling reaction with a subsequent Claisen rearrangement in a one-pot domino process is described. Furthermore, an experimentally simple method for the stereoselective synthesis of a variety of different types of vinyl ethers is delineated using the same catalyst system.

Entities:  

Mesh：

Substances：

Year:  2003        PMID： 12708838     DOI： 10.1021/ja034809y

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  11 in total

1.  Base-mediated stereospecific synthesis of aryloxy and amino substituted ethyl acrylates.

Authors:  M Shahjahan Kabir; Ojas A Namjoshi; Ranjit Verma; Michael Lorenz; V V N Phani Babu Tiruveedhula; Aaron Monte; Steven H Bertz; Alan W Schwabacher; James M Cook
Journal:  J Org Chem       Date:  2011-11-28       Impact factor: 4.354

2.  Nickel-Catalyzed Intramolecular C-O Bond Formation: Synthesis of Cyclic Enol Ethers.

Authors:  Seo-Jung Han; Ryohei Doi; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2016-05-09       Impact factor: 15.336

Review 3.  Toward a symphony of reactivity: cascades involving catalysis and sigmatropic rearrangements.

Authors:  Amanda C Jones; Jeremy A May; Richmond Sarpong; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2014-03-03       Impact factor: 15.336

4.  Formation of Chiral Allylic Ethers via an Enantioselective Palladium-Catalyzed Alkenylation of Acyclic Enol Ethers.

Authors:  Harshkumar H Patel; Matthew B Prater; Scott O Squire; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2018-04-27       Impact factor: 15.419

5.  Lewis Acid-Catalyzed Halonium Generation for Morpholine Synthesis and Claisen Rearrangement.

Authors:  Jeewani P Ariyarathna; Nur-E Alom; Leo P Roberts; Navdeep Kaur; Fan Wu; Wei Li
Journal:  J Org Chem       Date:  2022-02-10       Impact factor: 4.198

6.  Stereocontrolled cyanohydrin ether synthesis through chiral Brønsted acid-mediated vinyl ether hydrocyanation.

Authors:  Chunliang Lu; Xiaoge Su; Paul E Floreancig
Journal:  J Org Chem       Date:  2013-09-04       Impact factor: 4.354

7.  First application of an efficient and versatile ligand for copper-catalyzed cross-coupling reactions of vinyl halides with N-heterocycles and phenols.

Authors:  M Shahjahan Kabir; Michael Lorenz; Ojas A Namjoshi; James M Cook
Journal:  Org Lett       Date:  2010-02-05       Impact factor: 6.005

8.  Synthesis of the B-seco limonoid core scaffold.

Authors:  Hanna Bruss; Hannah Schuster; Rémi Martinez; Markus Kaiser; Andrey P Antonchick; Herbert Waldmann
Journal:  Beilstein J Org Chem       Date:  2014-01-16       Impact factor: 2.883

9.  Chemoselectivity-independent Cu-mediated coupling to construct the hydroquinoline skeleton of symbioimine.

Authors:  Rie Fujita; Kengo Hanaya; Takeshi Sugai; Shuhei Higashibayashi
Journal:  Sci Rep       Date:  2021-12-15       Impact factor: 4.379

10.  Towards the Ideal Synthesis of Homoallylic Ketones.

Authors:  Sofía Ferrer; Michael E Muratore; Antonio M Echavarren
Journal:  ChemCatChem       Date:  2014-12-04       Impact factor: 5.686
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.