Literature DB >> 29983455

Lewis Acid Mediated Cyclizations: Diastereoselective Synthesis of Six- to Eight-Membered Substituted Cyclic Ethers.

Arun K Ghosh1,2, Anthony J Tomaine1, Kelsey E Cantwell1.   

Abstract

Cyclic ethers are widely abundant in natural products. Cyclic ether templates are also utilized in drug design and medicinal chemistry. Although the synthetic processes for this class of compounds have been studied extensively with respect to five- and six-membered rings, medium-sized cyclic ethers are synthetically more challenging due to a variety of factors. Herein, we report our results on the Lewis acid catalyzed synthesis of medium-sized cyclic ethers in a diastereoselective manner.

Entities:  

Keywords:  Lewis acids; cyclic ethers; cyclization; diastereoselectivity; oxacycles; oxepanes; oxocenes; polycycles

Year:  2017        PMID: 29983455      PMCID: PMC6034514          DOI: 10.1055/s-0036-1589054

Source DB:  PubMed          Journal:  Synthesis (Stuttg)        ISSN: 0039-7881            Impact factor:   3.157


  24 in total

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7.  FeCl3-Catalyzed Tandem Prins and Friedel-Crafts Cyclization: A Highly Diastereoselective Route to Polycyclic Ring Structures.

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8.  Stereoselective Synthesis of Substituted Oxocene Cores by Lewis Acid Promoted Cyclization.

Authors:  Arun K Ghosh; Anthony J Tomaine; Kelsey E Cantwell
Journal:  Org Lett       Date:  2016-01-27       Impact factor: 6.005

Review 9.  Enhancing protein backbone binding--a fruitful concept for combating drug-resistant HIV.

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Review 10.  Structures and properties of naturally occurring polyether antibiotics.

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