Literature DB >> 21487573

Bioinspired terpene synthesis: a radical approach.

José Justicia1, Luis Álvarez de Cienfuegos, Araceli G Campaña, Delia Miguel, Verena Jakoby, Andreas Gansäuer, Juan M Cuerva.   

Abstract

This tutorial review highlights the development of radical-based bioinspired synthesis of terpenes from the initial proposal to the development of modern catalytic methods for performing such processes. The power of the radical approach is demonstrated by the straightforward syntheses of many natural products from readily available starting materials. The efficiency of these processes nicely complements the described cationic polyolefin cyclisations and even suggests that modern radical methods provide means to improve upon nature's synthetic pathways.

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Year:  2011        PMID: 21487573     DOI: 10.1039/c0cs00220h

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  12 in total

1.  Nature-inspired total synthesis of (-)-fusarisetin A.

Authors:  Jing Xu; Eduardo J E Caro-Diaz; Lynnie Trzoss; Emmanuel A Theodorakis
Journal:  J Am Chem Soc       Date:  2012-03-08       Impact factor: 15.419

2.  Traversing Biosynthetic Carbocation Landscapes in the Total Synthesis of Andrastin and Terretonin Meroterpenes.

Authors:  Gong Xu; Masha Elkin; Dean J Tantillo; Timothy R Newhouse; Thomas J Maimone
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-30       Impact factor: 15.336

3.  Fusarisetin A: Scalable Total Synthesis and Related Studies.

Authors:  Jing Xu; Eduardo J E Caro-Diaz; Michelle H Lacoske; Chao-I Hung; Colin Jamora; Emmanuel A Theodorakis
Journal:  Chem Sci       Date:  2012-08-23       Impact factor: 9.825

Review 4.  Total synthesis of complex terpenoids employing radical cascade processes.

Authors:  Kevin Hung; Xirui Hu; Thomas J Maimone
Journal:  Nat Prod Rep       Date:  2018-02-21       Impact factor: 13.423

5.  Stereocontrolled Radical Bicyclizations of Oxygenated Precursors Enable Short Syntheses of Oxidized Abietane Diterpenoids.

Authors:  Darius Vrubliauskas; Benjamin M Gross; Christopher D Vanderwal
Journal:  J Am Chem Soc       Date:  2021-02-08       Impact factor: 15.419

6.  Total Synthesis of Penicibilaenes via C-C Activation-Enabled Skeleton Deconstruction and Desaturation Relay-Mediated C-H Functionalization.

Authors:  Yibin Xue; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2021-05-26       Impact factor: 16.383

7.  Total synthesis and antiviral activity of indolosesquiterpenoids from the xiamycin and oridamycin families.

Authors:  Zhanchao Meng; Haixin Yu; Li Li; Wanyin Tao; Hao Chen; Ming Wan; Peng Yang; David J Edmonds; Jin Zhong; Ang Li
Journal:  Nat Commun       Date:  2015-02-04       Impact factor: 14.919

8.  Cp2TiCl/D2O/Mn, a formidable reagent for the deuteration of organic compounds.

Authors:  Antonio Rosales; Ignacio Rodríguez-García
Journal:  Beilstein J Org Chem       Date:  2016-07-25       Impact factor: 2.883

9.  Transition metal-free intramolecular regioselective couplings of aliphatic and aromatic C-H bonds.

Authors:  Hua Tian; Haijun Yang; Changjin Zhu; Hua Fu
Journal:  Sci Rep       Date:  2016-01-29       Impact factor: 4.379

10.  A remote C-C bond cleavage-enabled skeletal reorganization: Access to medium-/large-sized cyclic alkenes.

Authors:  Lei Li; Zhong-Liang Li; Qiang-Shuai Gu; Na Wang; Xin-Yuan Liu
Journal:  Sci Adv       Date:  2017-11-03       Impact factor: 14.136

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