Literature DB >> 28920624

Directed nucleophilic addition of phenoxides to cyclopropenes.

Pavel Yamanushkin1, Michael Lu-Diaz2, Andrew Edwards1, Nicolai A Aksenov3, Marina Rubina4, Michael Rubin5.   

Abstract

The alkali metal-templated addition of aryloxides across the double bond of non-conjugated cyclopropenes is described. High cis-selectivity is achieved through a directing effect of a strategically positioned carboxamide functionality.

Entities:  

Year:  2017        PMID： 28920624      PMCID： PMC5629095          DOI： 10.1039/c7ob01785e

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  41 in total

1.  Catalytic enantioselective hydrostannation of cyclopropenes.

Authors:  Marina Rubina; Michael Rubin; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2004-03-31       Impact factor: 15.419

2.  Modulable and highly diastereoselective carbometalations of cyclopropenes.

Authors:  Dorian Didier; Pierre-Olivier Delaye; Marwan Simaan; Biana Island; Guillaume Eppe; Hendrik Eijsberg; Amir Kleiner; Paul Knochel; Ilan Marek
Journal:  Chemistry       Date:  2013-12-12       Impact factor: 5.236

3.  Cyclopropene derivatives as precursors to enantioenriched cyclopropanols and n-butenals possessing quaternary carbon stereocenters.

Authors:  Marwan Simaan; Pierre-Olivier Delaye; Min Shi; Ilan Marek
Journal:  Angew Chem Int Ed Engl       Date:  2015-02-16       Impact factor: 15.336

4.  Transition metal-catalyzed hydro-, sila-, and stannastannation of cyclopropenes: stereo- and regioselective approach toward multisubstituted cyclopropyl synthons.

Authors:  Marina Rubina; Michael Rubin; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2002-10-02       Impact factor: 15.419

5.  Diastereoselectivity control in formal nucleophilic substitution of bromocyclopropanes with oxygen- and sulfur-based nucleophiles.

Authors:  Joseph E Banning; Anthony R Prosser; Bassam K Alnasleh; Jason Smarker; Marina Rubina; Michael Rubin
Journal:  J Org Chem       Date:  2011-04-14       Impact factor: 4.354

6.  Catalytic enantioselective hydroboration of cyclopropenes.

Authors:  Marina Rubina; Michael Rubin; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2003-06-18       Impact factor: 15.419

7.  Modification of 3-arylisoquinolines into 3,4-diarylisoquinolines and assessment of their cytotoxicity and topoisomerase inhibition.

Authors:  Daulat Bikram Khadka; Hyunjung Woo; Su Hui Yang; Chao Zhao; Yifeng Jin; Thanh Nguyen Le; Youngjoo Kwon; Won-Jea Cho
Journal:  Eur J Med Chem       Date:  2015-01-14       Impact factor: 6.514

8.  Directed carbozincation reactions of cyclopropene derivatives.

Authors:  Vinod Tarwade; Xiaozhong Liu; Ni Yan; Joseph M Fox
Journal:  J Am Chem Soc       Date:  2009-04-22       Impact factor: 15.419

9.  (Phenylpiperidinyl)cyclohexylsulfonamides: development of alpha1a/1d-selective adrenergic receptor antagonists for the treatment of benign prostatic hyperplasia/lower urinary tract symptoms (BPH/LUTS).

Authors:  George Chiu; Shengjian Li; Peter J Connolly; Virginia Pulito; Jingchun Liu; Steven A Middleton
Journal:  Bioorg Med Chem Lett       Date:  2007-05-03       Impact factor: 2.823

10.  Brook Rearrangement as a Trigger for the Ring Opening of Strained Carbocycles.

Authors:  Fa-Guang Zhang; Guillaume Eppe; Ilan Marek
Journal:  Angew Chem Int Ed Engl       Date:  2015-12-14       Impact factor: 15.336
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  1 in total

1.  Intramolecular nucleophilic addition of carbanions generated from N-benzylamides to cyclopropenes.

Authors:  Vladimir Maslivetc; Colby Barrett; Nicolai A Aksenov; Marina Rubina; Michael Rubin
Journal:  Org Biomol Chem       Date:  2018-01-03       Impact factor: 3.876
  1 in total

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