Literature DB >> 20601993

Diastereoselective formal total synthesis of (+/-)-triptolide via a novel cationic cyclization of 2-alkenyl-1,3-dithiolane.

Sylvie Goncalves1, Paul Hellier, Marc Nicolas, Alain Wagner, Rachid Baati.   

Abstract

A concise and diastereoselective formal total synthesis of triptolide, a natural product with a wide range of biological properties, is described. The key reaction is an unprecedented 6-endo-Trig cationic cyclization of a 2-alkenyl-1,3-dithiolane precursor induced by TMSOTf as Lewis acid.

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Year:  2010        PMID: 20601993     DOI: 10.1039/c0cc00250j

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  2 in total

Review 1.  An Overview of Saturated Cyclic Ethers: Biological Profiles and Synthetic Strategies.

Authors:  Qili Lu; Dipesh S Harmalkar; Yongseok Choi; Kyeong Lee
Journal:  Molecules       Date:  2019-10-21       Impact factor: 4.411

2.  Catalytic Asymmetric Formal Total Synthesis of (-)-Triptophenolide and (+)-Triptolide.

Authors:  Wen-Dan Xu; Liang-Qun Li; Ming-Ming Li; Hui-Chun Geng; Hong-Bo Qin
Journal:  Nat Prod Bioprospect       Date:  2016-04-20
  2 in total

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