Literature DB >> 12713325

Regio- and stereoselective ruthenium-catalyzed hydrovinylation of 1,3-dienes: application to the generation of a 20(S) steroidal side chain.

Zhengjie He1, Chae S Yi, William A Donaldson.   

Abstract

The addition of ethylene to 1,3-dienes and 1-vinylcycloalkenes, catalyzed by two ruthenium complexes, proceeds in a regioselective fashion to afford 3-methyl-1,4-dienes as products. For a steroidal-based 1-vinylcycloalkene, the addition is stereospecific, giving a product with a 20(S) configuration. [reaction: see text]

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Year:  2003        PMID： 12713325     DOI： 10.1021/ol030031+

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


  10 in total

1.  Triarylphosphine Ligands with Hemilabile Alkoxy Groups. Ligands for Nickel(II)-Catalyzed Olefin Dimerization Reactions. Hydrovinylation of Vi-nylarenes, 1,3-Dienes, and Cycloisomerization of 1,6-Dienes.

Authors:  Souvagya Biswas; Aibin Zhang; Balaram Raya; T V RajanBabu
Journal:  Adv Synth Catal       Date:  2014-07-01       Impact factor: 5.837

2.  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

3.  Probing the human estrogen receptor-α binding requirements for phenolic mono- and di-hydroxyl compounds: a combined synthesis, binding and docking study.

Authors:  Christopher McCullough; Terrence S Neumann; Jayapal Reddy Gone; Zhengjie He; Christian Herrild; Julie Wondergem Nee Lukesh; Rajesh K Pandey; William A Donaldson; Daniel S Sem
Journal:  Bioorg Med Chem       Date:  2013-11-21       Impact factor: 3.641

4.  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

5.  Asymmetric hydrovinylation of unactivated linear 1,3-dienes.

Authors:  Rakesh K Sharma; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2010-03-17       Impact factor: 15.419

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

Authors:  T V Rajanbabu
Journal:  Synlett       Date:  2009       Impact factor: 2.454

7.  Efficient, selective, and green: catalyst tuning for highly enantioselective reactions of ethylene.

Authors:  Craig R Smith; T V RajanBabu
Journal:  Org Lett       Date:  2008-03-20       Impact factor: 6.005

8.  Ligand tuning in asymmetric hydrovinylation of 1,3-dienes: a stereoselective route to either steroid-C20 (S) or -C20 (R) derivatives.

Authors:  Biswajit Saha; Craig R Smith; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2008-06-21       Impact factor: 15.419

9.  Selective [1,4]-Hydrovinylation of 1,3-Dienes with Unactivated Olefins Enabled by Iron Diimine Catalysts.

Authors:  Valerie A Schmidt; C Rose Kennedy; Máté J Bezdek; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2018-02-21       Impact factor: 15.419

10.  Cobalt-Catalysed Asymmetric Hydrovinylation of 1,3-Dienes.

Authors:  Yam N Timsina; Rakesh K Sharma; T V RajanBabu
Journal:  Chem Sci       Date:  2015-04-23       Impact factor: 9.825
  10 in total

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