Literature DB >> 27768308

Synthesis of (-)-Chamobtusin A from (+)-Dehydroabietylamine.

Naoki Mori1, Kazuma Kuzuya1, Hidenori Watanabe1.   

Abstract

Chamobtusin A, a unique diterpene alkaloid isolated from Chamaecyparis obtusa cv. tetragon, is considered to be biosynthesized from an abietane diterpenoid. On the basis of this biosynthetic hypothesis, ferruginol (15) was synthesized from (+)-dehydroabietylamine and then biomimetically transformed into (-)-chamobtusin A in 6 steps (12 steps from (+)-dehydroabietylamine).

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Year:  2016        PMID: 27768308     DOI: 10.1021/acs.joc.6b02328

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

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Journal:  J Am Chem Soc       Date:  2021-10-12       Impact factor: 15.419

2.  Efficacy of Selenourea Organocatalysts in Asymmetric Michael Reactions under Standard and Solvent-Free Conditions.

Authors:  Mariola Zielińska-Błajet; Żaneta A Mała; Rafał Kowalczyk
Journal:  Molecules       Date:  2021-12-01       Impact factor: 4.411

3.  Synthesis and Biological Evaluation of Cassane Diterpene (5α)-Vuacapane-8(14), 9(11)-Diene and of Some Related Compounds.

Authors:  Houda Zentar; Fatin Jannus; Marta Medina-O'Donnell; José A Lupiáñez; José Justicia; Ramón Alvarez-Manzaneda; Fernando J Reyes-Zurita; Enrique Alvarez-Manzaneda; Rachid Chahboun
Journal:  Molecules       Date:  2022-09-04       Impact factor: 4.927

  3 in total

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