Literature DB >> 24744139

Strategies for the construction of tetrahydropyran rings in the synthesis of natural products.

Nadiah Mad Nasir1, Kristaps Ermanis, Paul A Clarke.   

Abstract

This review focuses on the methodology used for the construction of tetrahydropyran (THP) rings in the synthesis of natural products over the last seven years. While methods like cyclisation onto oxocarbenium ions, reduction of cyclic hemi-ketals, Michael reactions, hetero-Diels-Alder cycloadditions and cyclisations onto epoxides continue to find application, several other strategies including metal-mediated cyclisations, ring-closing metathesis, radical cyclisations and carbocation cyclisations have also found use. This review is intended to provide an overview of the area for those who are unfamiliar, and to refresh and remind those who do work in the area of the exciting developments in the field.

Entities:  

Mesh:

Substances:

Year:  2014        PMID: 24744139     DOI: 10.1039/c4ob00423j

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  19 in total

1.  Enantioselective total synthesis of decytospolide A and decytospolide B using an Achmatowicz reaction.

Authors:  Arun K Ghosh; Hannah M Simpson; Anne M Veitschegger
Journal:  Org Biomol Chem       Date:  2018-08-22       Impact factor: 3.876

2.  A Cooperative Hydrogen Bond Donor-Brønsted Acid System for the Enantioselective Synthesis of Tetrahydropyrans.

Authors:  Mark A Maskeri; Matthew J O'Connor; Ashley A Jaworski; Anna V Bay; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2018-11-27       Impact factor: 15.336

3.  An Enantioselective Cross-Dehydrogenative Coupling Catalysis Approach to Substituted Tetrahydropyrans.

Authors:  Ansoo Lee; Rick C Betori; Erika A Crane; Karl A Scheidt
Journal:  J Am Chem Soc       Date:  2018-05-10       Impact factor: 15.419

4.  Enantioselective Total Synthesis of the Putative Biosynthetic Intermediate Ambruticin J.

Authors:  Kathryn Trentadue; Chia-Fu Chang; Ansel Nalin; Richard E Taylor
Journal:  Chemistry       Date:  2021-05-27       Impact factor: 5.020

Review 5.  Diastereoselective and enantioselective conjugate addition reactions utilizing α,β-unsaturated amides and lactams.

Authors:  Katherine M Byrd
Journal:  Beilstein J Org Chem       Date:  2015-04-23       Impact factor: 2.883

6.  Concise synthesis of the A/BCD-ring fragment of gambieric acid A.

Authors:  Haruhiko Fuwa; Ryo Fukazawa; Makoto Sasaki
Journal:  Front Chem       Date:  2015-01-13       Impact factor: 5.221

7.  Cu-catalyzed hydroxycyclopropanol ring-opening cyclization to tetrahydrofurans and tetrahydropyrans: short total syntheses of hyperiones.

Authors:  Weida Liang; Xinpei Cai; Mingji Dai
Journal:  Chem Sci       Date:  2020-11-20       Impact factor: 9.825

8.  De novo macrolide-glycolipid macrolactone hybrids: Synthesis, structure and antibiotic activity of carbohydrate-fused macrocycles.

Authors:  Richard T Desmond; Anniefer N Magpusao; Chris Lorenc; Jeremy B Alverson; Nigel Priestley; Mark W Peczuh
Journal:  Beilstein J Org Chem       Date:  2014-09-17       Impact factor: 2.883

Review 9.  Contemporary Strategies for the Synthesis of Tetrahydropyran Derivatives: Application to Total Synthesis of Neopeltolide, a Marine Macrolide Natural Product.

Authors:  Haruhiko Fuwa
Journal:  Mar Drugs       Date:  2016-03-25       Impact factor: 5.118

10.  Tandem Allylboration-Prins Reaction for the Rapid Construction of Substituted Tetrahydropyrans: Application to the Total Synthesis of (-)-Clavosolide A.

Authors:  Alba Millán; James R Smith; Jack L-Y Chen; Varinder K Aggarwal
Journal:  Angew Chem Int Ed Engl       Date:  2016-01-14       Impact factor: 15.336

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.