Literature DB >> 19606231

In Pursuit of an Ideal C-C Bond-Forming Reaction: Development and Applications of the Hydrovinylation of Olefins.

T V Rajanbabu1.   

Abstract

Attempts to introduce the highly versatile vinyl group into other organic molecules in a chemo-, regio- and stereoselective fashion via catalytic activation of ethylene provided challenging opportunities to explore new ligand and salt effects in homogeneous catalysis. This review provides a personal account of the development of enantioselective reactions involving ethylene.

Entities:  

Year:  2009        PMID: 19606231      PMCID: PMC2709877          DOI: 10.1055/s-0028-1088213

Source DB:  PubMed          Journal:  Synlett        ISSN: 0936-5214            Impact factor:   2.454


  53 in total

1.  Chiral benzyl centers through asymmetric catalysis. a three-step synthesis of (R)-(-)-alpha-curcumene via asymmetric hydrovinylation.

Authors:  Aibin Zhang; T V RajanBabu
Journal:  Org Lett       Date:  2004-09-02       Impact factor: 6.005

2.  Ligand substituent effects on asymmetric induction. Effect Of structural variations of the DIOP ligand on the Rh-catalyzed asymmetric hydrogenation of enamides

Authors: 
Journal:  Org Lett       Date:  2000-12-28       Impact factor: 6.005

3.  Parallel synthesis of a vitamin D(3) library in the solid-phase.

Authors:  I Hijikuro; T Doi; T Takahashi
Journal:  J Am Chem Soc       Date:  2001-04-25       Impact factor: 15.419

4.  Asymmetric synthesis of pyrrolidinoindolines. Application for the practical total synthesis of (-)-phenserine.

Authors:  Audris Huang; Jeremy J Kodanko; Larry E Overman
Journal:  J Am Chem Soc       Date:  2004-11-03       Impact factor: 15.419

5.  Asymmetric construction of quaternary centers by enantioselective allylation: application to the synthesis of the serotonin antagonist LY426965.

Authors:  Scott E Denmark; Jiping Fu
Journal:  Org Lett       Date:  2002-05-30       Impact factor: 6.005

6.  Nickel catalysed asymmetric cycloisomerisation of diethyl diallylmalonate.

Authors:  Christian Böing; Giancarlo Franciò; Walter Leitner
Journal:  Chem Commun (Camb)       Date:  2005-01-25       Impact factor: 6.222

7.  An enantioselective route to alpha-methyl carboxylic acids via metal and enzyme catalysis.

Authors:  Jakob Norinder; Krisztián Bogár; Lisa Kanupp; Jan-E Bäckvall
Journal:  Org Lett       Date:  2007-10-23       Impact factor: 6.005

8.  Fine-tuning monophosphine ligands for enhanced enantioselectivity. Influence of chiral hemilabile pendant groups.

Authors:  Aibin Zhang; T V RajanBabu
Journal:  Org Lett       Date:  2004-04-29       Impact factor: 6.005

9.  Concise synthesis and biological activities of 2alpha-alkyl- and 2alpha-(omega-hydroxyalkyl)-20-epi-1alpha,25-dihydroxyvitamin D3.

Authors:  Shinobu Honzawa; Yoshitomo Suhara; Ken-ichi Nihei; Nozomi Saito; Seishi Kishimoto; Toshie Fujishima; Masaaki Kurihara; Takayuki Sugiura; Keizo Waku; Hiroaki Takayama; Atsushi Kittaka
Journal:  Bioorg Med Chem Lett       Date:  2003-10-20       Impact factor: 2.823

10.  Hydrovinylation of norbornene. Ligand-dependent selectivity and asymmetric variations.

Authors:  Ramaiah Kumareswaran; Malay Nandi; T V RajanBabu
Journal:  Org Lett       Date:  2003-11-13       Impact factor: 6.005

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  23 in total

1.  Low Pressure Vinylation of Aryl and Vinyl Halides via Heck-Mizoroki Reactions Using Ethylene.

Authors:  Craig R Smith; T V Rajanbabu
Journal:  Tetrahedron       Date:  2010-01-30       Impact factor: 2.457

2.  Acyclic Quaternary Carbon Stereocenters via Enantioselective Transition Metal Catalysis.

Authors:  Jiajie Feng; Michael Holmes; Michael J Krische
Journal:  Chem Rev       Date:  2017-09-14       Impact factor: 60.622

3.  Ethylene in organic synthesis. Repetitive hydrovinylation of alkenes for highly enantioselective syntheses of pseudopterosins.

Authors:  Daniel J Mans; G Adam Cox; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2011-03-30       Impact factor: 15.419

4.  Asymmetric hydrovinylation of vinylindoles. A facile route to cyclopenta[g]indole natural products (+)-cis-trikentrin A and (+)-cis-trikentrin B.

Authors:  Wang Liu; Hwan Jung Lim; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2012-03-13       Impact factor: 15.419

5.  Ethylene in organic synthesis: a new route to anticholenergic pyrrolidinoindolines, and other molecules with all carbon-quaternary centers via asymmetric hydrovinylation.

Authors:  Hwan Jung Lim; T V RajanBabu
Journal:  Org Lett       Date:  2011-11-21       Impact factor: 6.005

6.  Reactivity and selectivity in hydrovinylation of strained alkenes.

Authors:  Wang Liu; T V RajanBabu
Journal:  J Org Chem       Date:  2010-10-21       Impact factor: 4.354

7.  Asymmetric hydrovinylation of 1-vinylcycloalkenes. Reagent control of regio- and stereoselectivity.

Authors:  Jordan P Page; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2012-03-30       Impact factor: 15.419

8.  Facile Pd(II)- and Ni(II)-catalyzed isomerization of terminal alkenes into 2-alkenes.

Authors:  Hwan Jung Lim; Craig R Smith; T V RajanBabu
Journal:  J Org Chem       Date:  2009-06-19       Impact factor: 4.354

9.  Tunable Phosphoramidite Ligands for Asymmetric Hydrovinylation: Ligands par excellence for Generation of All-Carbon Quaternary Centers.

Authors:  Craig R Smith; Hwan Jung Lim; Aibin Zhang; T V Rajanbabu
Journal:  Synthesis (Stuttg)       Date:  2009-01-01       Impact factor: 3.157

Review 10.  Transition-metal-catalyzed laboratory-scale carbon-carbon bond-forming reactions of ethylene.

Authors:  Vaneet Saini; Benjamin J Stokes; Matthew S Sigman
Journal:  Angew Chem Int Ed Engl       Date:  2013-09-17       Impact factor: 15.336

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