Literature DB >> 11893181

In search of high stereocontrol for the construction of cis-disubstituted cyclopropane compounds. Total synthesis of a cyclopropane-configured urea-PETT analogue that is a HIV-1 reverse transcriptase inhibitor.

Wenhao Hu1, Daren J Timmons, Michael P Doyle.   

Abstract

[reaction: see text] A new azetidine-ligated dirhodium(II) catalyst that possesses a l-menthyl ester attachment provides significant diastereocontrol and high enantiocontrol for the formation of cis-cyclopropane products from reactions of substituted styrenes with diazo esters.

Entities:  

Mesh：

Substances：

Year:  2002        PMID： 11893181     DOI： 10.1021/ol017276b

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


  6 in total

1.  Perspective on dirhodium carboxamidates as catalysts.

Authors:  Michael P Doyle
Journal:  J Org Chem       Date:  2006-12-08       Impact factor: 4.354

2.  Vinyldiazolactone as a vinylcarbene precursor: Highly selective C-H insertion and cyclopropanation reactions.

Authors:  Darren Bykowski; Kou-Hui Wu; Michael P Doyle
Journal:  J Am Chem Soc       Date:  2006-12-20       Impact factor: 15.419

3.  Stereodivergent Rhodium(III)-Catalyzed cis-Cyclopropanation Enabled by Multivariate Optimization.

Authors:  Tiffany Piou; Fedor Romanov-Michailidis; Melissa A Ashley; Maria Romanova-Michaelides; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2018-07-23       Impact factor: 15.419

4.  The phenylmethylthiazolylthiourea nonnucleoside reverse transcriptase (RT) inhibitor MSK-076 selects for a resistance mutation in the active site of human immunodeficiency virus type 2 RT.

Authors:  Joeri Auwerx; Miguel Stevens; An R Van Rompay; Louise E Bird; Jingshan Ren; Erik De Clercq; Bo Oberg; David K Stammers; Anna Karlsson; Jan Balzarini
Journal:  J Virol       Date:  2004-07       Impact factor: 5.103

5.  Chromium-catalyzed cyclopropanation of alkenes with bromoform in the presence of 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-dihydropyrazine.

Authors:  Hideaki Ikeda; Kohei Nishi; Hayato Tsurugi; Kazushi Mashima
Journal:  Chem Sci       Date:  2020-03-11       Impact factor: 9.825

6.  Catalyst-Dependent Chemoselectivity in the Dirhodium-Catalyzed Cyclization Reactions Between Enodiazoacetamide and Nitrosoarene: A Theoretical Study.

Authors:  Yan Zhang; Yongsheng Yang; Ruyu Zhu; Xingyu Wang; Ying Xue
Journal:  Front Chem       Date:  2019-08-23       Impact factor: 5.221
  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.