Literature DB >> 26028782

Diastereoselective Ni-catalyzed 1,4-hydroboration of chiral dienols.

Robert J Ely1, Zhiyong Yu1, James P Morken1.   

Abstract

The Ni-catalyzed hydroboration of dienols occurs in a 1,4 fashion and delivers a syn-propionate motif in high diastereoselectivity and with a stereodefined trisubstituted crotylboronic ester. The boronic ester can be further manipulated to provide carbon-carbon or carbon-oxygen bonds.

Entities:  

Keywords:  Catalysis; Hydroboration; Platinum; Polyketides; Stereoselective

Year:  2015        PMID： 26028782      PMCID： PMC4444069          DOI： 10.1016/j.tetlet.2015.01.123

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


  25 in total

1.  Stereochemical Control in Organic Synthesis Using Silicon-Containing Compounds.

Authors:  Ian Fleming; Asuncion Barbero; David Walter
Journal:  Chem Rev       Date:  1997-10-01       Impact factor: 60.622

Review 2.  Polyketide stereotetrads in natural products.

Authors:  Ari M P Koskinen; Kaisa Karisalmi
Journal:  Chem Soc Rev       Date:  2005-04-25       Impact factor: 54.564

Review 3.  Impact of natural products on developing new anti-cancer agents.

Authors:  Gordon M Cragg; Paul G Grothaus; David J Newman
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4.  An alkyne hydrosilylation-oxidation strategy for the selective installation of oxygen functionality.

Authors:  Barry M Trost; Zachary T Ball; Kai M Laemmerhold
Journal:  J Am Chem Soc       Date:  2005-07-20       Impact factor: 15.419

5.  Remarkable levels of enantioswitching in catalytic asymmetric hydroboration.

Authors:  Sean M Smith; James M Takacs
Journal:  Org Lett       Date:  2010-10-15       Impact factor: 6.005

Review 6.  Modern aldol methods for the total synthesis of polyketides.

Authors:  Bernd Schetter; Rainer Mahrwald
Journal:  Angew Chem Int Ed Engl       Date:  2006-11-20       Impact factor: 15.336

7.  Chiral Brønsted acid-catalyzed allylboration of aldehydes.

Authors:  Pankaj Jain; Jon C Antilla
Journal:  J Am Chem Soc       Date:  2010-09-01       Impact factor: 15.419

8.  Dramatic effect of Lewis acids on the rhodium-catalyzed hydroboration of olefins.

Authors:  Christopher J Lata; Cathleen M Crudden
Journal:  J Am Chem Soc       Date:  2010-01-13       Impact factor: 15.419

9.  Iron-catalyzed 1,4-hydroboration of 1,3-dienes.

Authors:  Jessica Y Wu; Benoît Moreau; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2009-09-16       Impact factor: 15.419

10.  Catalytic enantioselective allylboration of ketones.

Authors:  Reiko Wada; Kounosuke Oisaki; Motomu Kanai; Masakatsu Shibasaki
Journal:  J Am Chem Soc       Date:  2004-07-28       Impact factor: 15.419
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