Literature DB >> 27934339

Total Synthesis of Selaginpulvilin C and D Relying on in Situ Formation of Arynes and Their Hydrogenation.

Rajdip Karmakar1, Daesung Lee1.   

Abstract

The total syntheses of selaginpulvilins C and D is described. The key strategy for the construction of the core fluorene moiety involves in situ formation of an aryne intermediate followed by its formal hydrogenation. The precursor tetraynes that undergo aromatization via hexadehydro Diels-Alder reaction were prepared from readily available building blocks through typical alkyne-coupling reactions.

Entities:  

Year:  2016        PMID: 27934339     DOI: 10.1021/acs.orglett.6b03241

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


  6 in total

1.  De novo Assembly of the Benzenoid Ring as a Core Strategy for Synthesis of the Isoindolinone Natural Products Isohericerin, Erinacerin A, and Sterenin A.

Authors:  Chenlong Zhu; Juntian Zhang; Thomas R Hoye
Journal:  Org Lett       Date:  2021-09-20       Impact factor: 6.072

2.  Quaternary Ammonium Ion-Tethered (Ambient-Temperature) HDDA Reactions.

Authors:  Chenlong Zhu; Thomas R Hoye
Journal:  J Am Chem Soc       Date:  2022-04-20       Impact factor: 16.383

3.  Synthesis of 1,3-Diynes via Cadiot-Chodkiewicz Coupling of Volatile, in Situ Generated Bromoalkynes.

Authors:  Phil C Knutson; Haleigh E Fredericks; Eric M Ferreira
Journal:  Org Lett       Date:  2018-10-17       Impact factor: 6.005

Review 4.  Hexadehydro-Diels-Alder Reaction: Benzyne Generation via Cycloisomerization of Tethered Triynes.

Authors:  Lucas L Fluegel; Thomas R Hoye
Journal:  Chem Rev       Date:  2021-01-25       Impact factor: 60.622

5.  Selagintamarlin A: A Selaginellin Analogue Possessing a 1H-2-Benzopyran Core from Selaginella tamariscina.

Authors:  Wei-Na Yao; Ri-Zhen Huang; Jing Hua; Bin Zhang; Chun-Gu Wang; Dong Liang; Heng-Shan Wang
Journal:  ACS Omega       Date:  2017-05-17

6.  Synthesis of novel natural product-like diaryl acetylenes as hypoxia inducible factor-1 inhibitors and antiproliferative agents.

Authors:  Shisheng Wang; Liqiang Liu; Xiuhan Guo; Guangzhe Li; Xu Wang; Huijuan Dong; Yueqing Li; Weijie Zhao
Journal:  RSC Adv       Date:  2019-05-07       Impact factor: 4.036

  6 in total

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