Literature DB >> 19554078

Olefin Exchange-Mediated Cyclopropanation of Nitriles with Homoallylic Alcohols.

Denis N Bobrov1, Keunho Kim, Jin Kun Cha.   

Abstract

We report herein olefin exchange-mediated cyclopropanation of nitriles with homoallylic alcohols. The use of homoallylic alcohols is central to the successful implementation.

Entities:  

Year:  2008        PMID: 19554078      PMCID: PMC2597852          DOI: 10.1016/j.tetlet.2008.04.133

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  16 in total

1.  Synthesis of organotitanium complexes from alkenes and alkynes and their synthetic applications.

Authors:  F Sato; H Urabe; S Okamoto
Journal:  Chem Rev       Date:  2000-08-09       Impact factor: 60.622

2.  Low-valent titanium-mediated cyclopropanation of vinylogous esters.

Authors:  Nikolai Masalov; Wei Feng; Jin Kun Cha
Journal:  Org Lett       Date:  2004-07-08       Impact factor: 6.005

3.  A site- and stereoselective intermolecular alkene-alkyne coupling process.

Authors:  Holly A Reichard; Glenn C Micalizio
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

4.  Titanium-mediated [4 + 1] assembly of 1,3-dienes and nitriles: formation of 3-cyclopentenyl amines and cyclopentenones.

Authors:  Christophe Laroche; Philippe Bertus; Jan Szymoniak
Journal:  Chem Commun (Camb)       Date:  2005-05-24       Impact factor: 6.222

5.  An alkoxide-directed carbometalation of internal alkynes.

Authors:  Jamie Ryan; Glenn C Micalizio
Journal:  J Am Chem Soc       Date:  2006-03-08       Impact factor: 15.419

6.  Titanium-mediated alkylative coupling of N-acylpyrroles.

Authors:  Oleg L Epstein; Jung Min Seo; Nikolai Masalov; Jin Kun Cha
Journal:  Org Lett       Date:  2005-05-26       Impact factor: 6.005

7.  Titanium-mediated alkylative cyclizations of 1,3-diene-tethered esters.

Authors:  L G Quan; J K Cha
Journal:  Org Lett       Date:  2001-08-23       Impact factor: 6.005

8.  Ti(II)-mediated conversion of alpha-heterosubstituted (O, N, S) nitriles to functionalized cyclopropylamines. Effect of chelation on the cyclopropanation step.

Authors:  Philippe Bertus; Jan Szymoniak
Journal:  J Org Chem       Date:  2002-05-31       Impact factor: 4.354

9.  A direct synthesis of 1-aryl- and 1-alkenylcyclopropylamines from aryl and alkenyl nitriles.

Authors:  Philippe Bertus; Jan Szymoniak
Journal:  J Org Chem       Date:  2003-09-05       Impact factor: 4.354

10.  Diastereoselective synthesis of trans-1,2-dialkylcyclopropanols by the Kulinkovich hydroxycyclopropanation of homoallylic alcohols.

Authors:  Long Guo Quan; Se-Ho Kim; Jae Chol Lee; Jin Kun Cha
Journal:  Angew Chem Int Ed Engl       Date:  2002-06-17       Impact factor: 15.336

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  1 in total

1.  Stereochemistry of the Kulinkovich cyclopropanation of nitriles.

Authors:  Dmitry Astashko; Hyung Goo Lee; Denis N Bobrov; Jin K Cha
Journal:  J Org Chem       Date:  2009-08-07       Impact factor: 4.354

  1 in total

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