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Literature DB >> 14682732

Efficient Nazarov cyclizations of 2-alkoxy-1,4-pentadien-3-ones.

Guangxin Liang¹, Stefan N Gradl, Dirk Trauner.

Abstract

Expeditious and high-yielding Nazarov cyclizations of 2-alkoxy-1,4-pentadien-3-ones are described. An example of a catalytic asymmetric Nazarov cyclization is presented. [reaction: see text]

Entities: Chemical

Year: 2003 PMID： 14682732 DOI： 10.1021/ol036019z

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

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Cited

14 in total

1. Neutral Nazarov-type cyclization catalyzed by palladium(0).

Authors: Naoyuki Shimada; Craig Stewart; William F Bow; Anais Jolit; Kahoano Wong; Zhe Zhou; Marcus A Tius
Journal: Angew Chem Int Ed Engl Date: 2012-04-26 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. 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

4. Asymmetric Nazarov Cyclizations.

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

5. 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

Efficient Nazarov cyclizations of 2-alkoxy-1,4-pentadien-3-ones.

1. Neutral Nazarov-type cyclization catalyzed by palladium(0).

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

3. Stereoselective Nazarov cyclizations of bridged bicyclic dienones.

4. Asymmetric Nazarov Cyclizations.

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

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

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

8. (5S,6R)-6-Bromo-6-methyl-5-phenyl-3,4,5,6-tetra-hydro-2H-cyclo-penta-[b]pyran-7-one.

9. Strong and Confined Acids Enable a Catalytic Asymmetric Nazarov Cyclization of Simple Divinyl Ketones.

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