Literature DB >> 16898817

Efficient N-heterocyclic carbene-catalyzed O- to C-acyl transfer.

Jennifer E Thomson1, Kathryn Rix, Andrew D Smith.   

Abstract

[reaction: see text] An N-heterocyclic carbene promotes the rearrangement of alpha-amino acid derived O-acyl carbonates to their corresponding C-acylated isomers, generating a C-C bond and a quaternary stereocenter with high efficiency, under mild reaction conditions and with low catalyst loadings.

Entities:  

Mesh：

Substances：

Year:  2006        PMID： 16898817     DOI： 10.1021/ol061380h

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


  6 in total

Review 1.  Carbene catalysts.

Authors:  Jennifer L Moore; Tomislav Rovis
Journal:  Top Curr Chem       Date:  2010

Review 2.  A continuum of progress: applications of N-hetereocyclic carbene catalysis in total synthesis.

Authors:  Javier Izquierdo; Gerri E Hutson; Daniel T Cohen; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2012-10-16       Impact factor: 15.336

3.  Substituent Effects on Carbon Acidity in Aqueous Solution and at Enzyme Active Sites.

Authors:  Tina L Amyes; John P Richard
Journal:  Synlett       Date:  2017-03-10       Impact factor: 2.454

4.  Stereo- and Chemodivergent NHC-Promoted Functionalisation of Arylalkylketenes with Chloral.

Authors:  James J Douglas; Gwydion Churchill; Alexandra M Z Slawin; David J Fox; Andrew D Smith
Journal:  Chemistry       Date:  2015-09-25       Impact factor: 5.236

5.  Chiral Fe(ii) complex catalyzed enantioselective [1,3] O-to-C rearrangement of alkyl vinyl ethers and synthesis of chromanols and beyond.

Authors:  Lifeng Wang; Pengfei Zhou; Qianchi Lin; Shunxi Dong; Xiaohua Liu; Xiaoming Feng
Journal:  Chem Sci       Date:  2020-09-07       Impact factor: 9.825

6.  Modulating NHC catalysis with fluorine.

Authors:  Yannick P Rey; Ryan Gilmour
Journal:  Beilstein J Org Chem       Date:  2013-12-06       Impact factor: 2.883
  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.