Literature DB >> 14682768

Catalytic asymmetric Nazarov reactions promoted by chiral Lewis acid complexes.

Varinder K Aggarwal1, Andrew J Belfield.   

Abstract

Divinyl ketones bearing alpha-ester or alpha-amide groups undergo Nazarov cyclizations to give cylopentenones using copper-bisoxazoline Lewis acid complexes with moderate to good ees. [reaction: see text]

Entities:  

Year:  2003        PMID: 14682768     DOI: 10.1021/ol036133h

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


  17 in total

1.  Using Nazarov electrocyclization to stage chemoselective [1,2]-migrations: stereoselective synthesis of functionalized cyclopentenones.

Authors:  David Lebœuf; Jie Huang; Vincent Gandon; Alison J Frontier
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-26       Impact factor: 15.336

2.  A highly reactive dicationic iridium(III) catalyst for the polarized Nazarov cyclization reaction.

Authors:  Tulaza Vaidya; Abdurrahman C Atesin; Ildiko R Herrick; Alison J Frontier; Richard Eisenberg
Journal:  Angew Chem Int Ed Engl       Date:  2010-04-26       Impact factor: 15.336

3.  Traceless chiral auxiliaries for the allene ether Nazarov cyclization.

Authors:  April R Banaag; Marcus A Tius
Journal:  J Org Chem       Date:  2008-09-23       Impact factor: 4.354

4.  Experimental and theoretical studies on the Nazarov cyclization/Wagner-Meerwein rearrangement sequence.

Authors:  David Lebœuf; Vincent Gandon; Jennifer Ciesielski; Alison J Frontier
Journal:  J Am Chem Soc       Date:  2012-04-03       Impact factor: 15.419

5.  Stereoselective Nazarov cyclizations of bridged bicyclic dienones.

Authors:  Robert D Mazzola; Timothy D White; Heidi R Vollmer-Snarr; F G West
Journal:  Org Lett       Date:  2005-06-23       Impact factor: 6.005

6.  Asymmetric Nazarov Cyclizations.

Authors:  Naoyuki Shimada; Craig Stewart; Marcus A Tius
Journal:  Tetrahedron       Date:  2011-08-19       Impact factor: 2.457

7.  Understanding the fate of the oxyallyl cation following Nazarov electrocyclization: sequential Wagner-Meerwein migrations and the synthesis of spirocyclic cyclopentenones.

Authors:  Jie Huang; David Lebœuf; Alison J Frontier
Journal:  J Am Chem Soc       Date:  2011-04-05       Impact factor: 15.419

8.  Enantioselective Nazarov Cyclization Catalyzed by a Cinchona Alkaloid Derivative.

Authors:  Yu-Wen Huang; Alison J Frontier
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

9.  Enamine-iminium ion Nazarov cyclization of alpha-ketoenones.

Authors:  William F Bow; Ashok K Basak; Anais Jolit; David A Vicic; Marcus A Tius
Journal:  Org Lett       Date:  2010-02-05       Impact factor: 6.005

10.  Salen promoted enantioselective Nazarov cyclizations of activated and unactivated dienones.

Authors:  Gerri E Hutson; Yunus E Türkmen; Viresh H Rawal
Journal:  J Am Chem Soc       Date:  2013-03-25       Impact factor: 15.419

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