Literature DB >> 12153217

Nickel-catalyzed homoallylation reaction of aldehydes with 1,3-dienes: stereochemical and mechanistic studies.

Teck-Peng Loh1, Hong-Yan Song, Yan Zhou.   

Abstract

[reaction: see text] Contrary to what was reported, the coupling reaction of nickel-catalyzed cyclic diene such as cyclohexadiene with carbonyl compounds in the presence of diethyl zinc afforded gamma,delta-alkenyl alcohols in good yields.

Entities:  

Year:  2002        PMID： 12153217     DOI： 10.1021/ol026216i

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


  10 in total

Review 1.  Catalytic carbonyl addition through transfer hydrogenation: a departure from preformed organometallic reagents.

Authors:  John F Bower; In Su Kim; Ryan L Patman; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

2.  Formation of C-C Bonds via Ruthenium Catalyzed Transfer Hydrogenation: Carbonyl Addition from the Alcohol or Aldehyde Oxidation Level.

Authors:  Fumitoshi Shibahara; Michael J Krische
Journal:  Chem Lett       Date:  2008       Impact factor: 1.389

3.  Stereoselective borylative ketone-diene coupling.

Authors:  Hee Yeon Cho; Zhiyong Yu; James P Morken
Journal:  Org Lett       Date:  2011-09-12       Impact factor: 6.005

4.  Direct ruthenium-catalyzed C-C coupling of ethanol: diene hydro-hydroxyethylation to form all-carbon quaternary centers.

Authors:  Hoon Han; Michael J Krische
Journal:  Org Lett       Date:  2010-06-18       Impact factor: 6.005

5.  All-carbon quaternary centers via ruthenium-catalyzed hydroxymethylation of 2-substituted butadienes mediated by formaldehyde: beyond hydroformylation.

Authors:  Tomas Smejkal; Hoon Han; Bernhard Breit; Michael J Krische
Journal:  J Am Chem Soc       Date:  2009-08-05       Impact factor: 15.419

6.  Ruthenium-catalyzed C-C bond forming transfer hydrogenation: carbonyl allylation from the alcohol or aldehyde oxidation level employing acyclic 1,3-dienes as surrogates to preformed allyl metal reagents.

Authors:  Fumitoshi Shibahara; John F Bower; Michael J Krische
Journal:  J Am Chem Soc       Date:  2008-04-29       Impact factor: 15.419

7.  Direct, redox-neutral prenylation and geranylation of secondary carbinol C-H bonds: C4-regioselectivity in ruthenium-catalyzed C-C couplings of dienes to α-hydroxy esters.

Authors:  Joyce C Leung; Laina M Geary; Te-Yu Chen; Jason R Zbieg; Michael J Krische
Journal:  J Am Chem Soc       Date:  2012-09-17       Impact factor: 15.419

8.  Regioselective ruthenium catalyzed hydrohydroxyalkylation of dienes with 3-hydroxy-2-oxindoles: prenylation, geranylation, and beyond.

Authors:  Te-Yu Chen; Michael J Krische
Journal:  Org Lett       Date:  2013-05-30       Impact factor: 6.005

Review 9.  Intermolecular Metal-Catalyzed Reductive Coupling of Dienes, Allenes, and Enynes with Carbonyl Compounds and Imines.

Authors:  Michael Holmes; Leyah A Schwartz; Michael J Krische
Journal:  Chem Rev       Date:  2018-06-13       Impact factor: 60.622

10.  Iridium-catalyzed C-C coupling via transfer hydrogenation: carbonyl addition from the alcohol or aldehyde oxidation level employing 1,3-cyclohexadiene.

Authors:  John F Bower; Ryan L Patman; Michael J Krische
Journal:  Org Lett       Date:  2008-02-07       Impact factor: 6.005
  10 in total

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