Literature DB >> 35001983

Total Synthesis of Oxepin and Dihydrooxepin Containing Natural Products.

Kevin Rafael Sokol1, Thomas Magauer1.   

Abstract

The construction of oxepin and dihydrooxepin containing natural products represents a challenging task in total synthesis. In the last decades, a variety of synthetic methods have been reported for the installation of these structural motifs. Herein, we provide an overview of synthetic methods and strategies to construct these motifs in the context of natural product synthesis and highlight the key steps of each example.

Entities:  

Keywords:  dihydrooxepin; heterocycles; natural product; oxepin; total synthesis

Year:  2021        PMID: 35001983      PMCID: PMC7612190          DOI: 10.1055/s-0037-1610776

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


  28 in total

1.  Total synthesis of an oxepine natural product, (±)-janoxepin.

Authors:  Richard G Doveston; René Steendam; Stuart Jones; Richard J K Taylor
Journal:  Org Lett       Date:  2012-01-30       Impact factor: 6.005

2.  Total synthesis of bulbophylol-B.

Authors:  Jinshun Lin; Weige Zhang; Nan Jiang; Zeyu Niu; Kai Bao; Liang Zhang; Dailin Liu; Chao Pan; Xinsheng Yao
Journal:  J Nat Prod       Date:  2008-10-29       Impact factor: 4.050

Review 3.  Synthetic approaches to the 2009 new drugs.

Authors:  Kevin K-C Liu; Subas M Sakya; Christopher J O'Donnell; Andrew C Flick; Jin Li
Journal:  Bioorg Med Chem       Date:  2010-12-24       Impact factor: 3.641

4.  Formal total synthesis of salvianolic acid N.

Authors:  Kong Wu; Zhong Pao Xie; Dong-Mei Cui; Chen Zhang
Journal:  Org Biomol Chem       Date:  2018-01-31       Impact factor: 3.876

5.  One-Pot Synthesis of Metastable 2,5-Dihydrooxepines through Retro-Claisen Rearrangements: Method and Applications.

Authors:  Wei Zhang; Emmanuel Baudouin; Marie Cordier; Gilles Frison; Bastien Nay
Journal:  Chemistry       Date:  2019-05-27       Impact factor: 5.236

6.  Synthesis of dibenzoxepine lactams via a Cu-catalyzed one-pot etherification/aldol condensation cascade reaction: application toward the total synthesis of aristoyagonine.

Authors:  Hye Sun Lim; Young Lok Choi; Jung-Nyoung Heo
Journal:  Org Lett       Date:  2013-09-03       Impact factor: 6.005

7.  Total synthesis of (-)-acetylaranotin.

Authors:  Hideto Fujiwara; Taichi Kurogi; Shun Okaya; Kentaro Okano; Hidetoshi Tokuyama
Journal:  Angew Chem Int Ed Engl       Date:  2012-11-19       Impact factor: 15.336

8.  Bioinspired Asymmetric Synthesis of (-)-Gymnothelignan V.

Authors:  Darunee Soorukram; Manat Pohmakotr; Chutima Kuhakarn; Vichai Reutrakul
Journal:  J Org Chem       Date:  2018-03-12       Impact factor: 4.354

9.  Catalytic Enantioselective Synthesis of 2,5-Dihydrooxepines.

Authors:  Su Yong Shim; Soo Min Cho; Anipireddy Venkateswarlu; Do Hyun Ryu
Journal:  Angew Chem Int Ed Engl       Date:  2017-04-18       Impact factor: 15.336

10.  Total syntheses of (+)-1893B and its three diastereomers and evaluation of their biological activities.

Authors:  Hiroyuki Yasui; Kunihiro Hirai; Shun Yamamoto; Ken-ichi Takao; Kin-ichi Tadano
Journal:  J Antibiot (Tokyo)       Date:  2006-08       Impact factor: 2.649

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