Literature DB >> 21366250

Helical chiral 2,2'-bipyridine N-monoxides as catalysts in the enantioselective propargylation of aldehydes with allenyltrichlorosilane.

Jinshui Chen1, Burjor Captain, Norito Takenaka.   

Abstract

A highly enantioselective synthesis of homopropargylic alcohols is achieved by using the new helical chiral 2,2'-bipyridine N-monoxide catalyst and allenyltrichlorosilane. This method can be further extended to the enantio- and regioselective propargylation of N-acylhydrazones.

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Year:  2011        PMID： 21366250     DOI： 10.1021/ol200102c

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


  12 in total

1.  Asymmetric propargylation of ketones using allenylboronates catalyzed by chiral biphenols.

Authors:  David S Barnett; Scott E Schaus
Journal:  Org Lett       Date:  2011-07-06       Impact factor: 6.005

2.  A robust, efficient, and highly enantioselective method for synthesis of homopropargyl amines.

Authors:  Erika M Vieira; Fredrik Haeffner; Marc L Snapper; Amir H Hoveyda
Journal:  Angew Chem Int Ed Engl       Date:  2012-05-23       Impact factor: 15.336

3.  Enantioselective synthesis of anti- and syn-homopropargyl alcohols via chiral Brønsted acid catalyzed asymmetric allenylboration reactions.

Authors:  Ming Chen; William R Roush
Journal:  J Am Chem Soc       Date:  2012-06-25       Impact factor: 15.419

4.  C-Propargylation Overrides O-Propargylation in Reactions of Propargyl Chloride with Primary Alcohols: Rhodium-Catalyzed Transfer Hydrogenation.

Authors:  Tao Liang; Sang Kook Woo; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2016-06-20       Impact factor: 15.336

5.  Brønsted acid catalyzed asymmetric propargylation of aldehydes.

Authors:  Pankaj Jain; Hao Wang; Kendall N Houk; Jon C Antilla
Journal:  Angew Chem Int Ed Engl       Date:  2011-12-28       Impact factor: 15.336

6.  Acid/base-triggered switching of circularly polarized luminescence and electronic circular dichroism in organic and organometallic helicenes.

Authors:  Nidal Saleh; Barry Moore; Monika Srebro; Nicolas Vanthuyne; Loïc Toupet; J A Gareth Williams; Christian Roussel; Kirandeep K Deol; Gilles Muller; Jochen Autschbach; Jeanne Crassous
Journal:  Chemistry       Date:  2014-11-21       Impact factor: 5.236

7.  Design and synthesis of 3,3'-triazolyl biisoquinoline N,N'-dioxides via Hiyama cross-coupling of 4-trimethylsilyl-1,2,3-triazoles.

Authors:  Shiyu Sun; Carlyn Reep; Chenrui Zhang; Burjor Captain; Roberto Peverati; Norito Takenaka
Journal:  Tetrahedron Lett       Date:  2021-08-21       Impact factor: 2.032

8.  Chiral Brønsted acid catalyzed enantioselective synthesis of anti-homopropargyl alcohols via kinetic resolution-aldehyde allenylboration using racemic allenylboronates.

Authors:  Andy S Tsai; Ming Chen; William R Roush
Journal:  Org Lett       Date:  2013-03-13       Impact factor: 6.005

9.  Dinuclear Rhenium Complexes with a Bridging Helicene-bis-bipyridine Ligand: Synthesis, Structure, and Photophysical and Chiroptical Properties.

Authors:  Nidal Saleh; Debsouri Kundu; Nicolas Vanthuyne; Joanna Olesiak-Banska; Anna Pniakowska; Katarzyna Matczyszyn; Victoria Y Chang; Gilles Muller; J A Gareth Williams; Monika Srebro-Hooper; Jochen Autschbach; Jeanne Crassous
Journal:  Chempluschem       Date:  2020-09-23       Impact factor: 2.863

10.  Catalytic Enantioselective Carbonyl Propargylation Beyond Preformed Carbanions: Reductive Coupling and Hydrogen Auto-Transfer.

Authors:  Brett R Ambler; Sang Kook Woo; Michael J Krische
Journal:  ChemCatChem       Date:  2018-08-07       Impact factor: 5.686
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