Literature DB >> 22889048

A novel, facile approach to frondosin B and 5-epi-liphagal via a new [4 + 3]-cycloaddition.

Jie Zhang1, Liqi Li, Yongxiang Wang, Wenjing Wang, Jijun Xue, Ying Li.   

Abstract

A new [4 + 3]-cycloaddition between benzofuran allylic alcohols and dienes, promoted by camphorsulfonic acid, has been identified. A novel strategy which used this cycloaddition as a key step has been developed for the synthesis of 6,7,5-tricyclic skeleta, and syntheses toward frondosin B (1) and 5-epi-liphagal (2) have been achieved via short routes in good yields.

Entities:  

Year:  2012        PMID: 22889048     DOI: 10.1021/ol3020013

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


  7 in total

1.  Synthesis of the hexacyclic triterpene core of the jujuboside saponins via tandem Wolff rearrangement-intramolecular ketene hetero-Diels-Alder reaction.

Authors:  Rashad R Karimov; Derek S Tan; David Y Gin
Journal:  Tetrahedron       Date:  2018-04-19       Impact factor: 2.457

2.  Platinum-Catalyzed α,β-Unsaturated Carbene Formation in the Formal Syntheses of Frondosin B and Liphagal.

Authors:  Khoi Q Huynh; Curtis A Seizert; Tarik J Ozumerzifon; Paul A Allegretti; Eric M Ferreira
Journal:  Org Lett       Date:  2016-12-20       Impact factor: 6.005

3.  1,2,3-Triazole based bisphosphine, 5-(diphenylphosphanyl)-1-(2-(diphenylphosphanyl)-phenyl)-4-phenyl-1H-1,2,3-triazole: an ambidentate ligand with switchable coordination modes.

Authors:  Latchupatula Radhakrishna; Madhusudan K Pandey; Maravanji S Balakrishna
Journal:  RSC Adv       Date:  2018-07-18       Impact factor: 4.036

4.  Palladium-catalyzed cross-coupling reaction of alkenyl aluminums with 2-bromobenzo[b]furans.

Authors:  Chang Wen; Xin Jiang; Kun Wu; Ruiqiang Luo; Qinghan Li
Journal:  RSC Adv       Date:  2020-05-22       Impact factor: 4.036

5.  Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzofurans: An Approach Towards the Synthesis of Deuterium Labeled Compounds.

Authors:  Soumitra Agasti; Soham Maity; Kalman J Szabo; Debabrata Maiti
Journal:  Adv Synth Catal       Date:  2015-07-14       Impact factor: 5.837

Review 6.  Total Synthesis of Bioactive Marine Meroterpenoids: The Cases of Liphagal and Frondosin B.

Authors:  Yan Zong; Weijia Wang; Tao Xu
Journal:  Mar Drugs       Date:  2018-03-31       Impact factor: 5.118

7.  Total Synthesis of the Chlorinated Pentacyclic Indole Alkaloid (+)-Ambiguine G.

Authors:  Lingbowei Hu; Viresh H Rawal
Journal:  J Am Chem Soc       Date:  2021-07-19       Impact factor: 15.419

  7 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.