Literature DB >> 24000162

Divergent and efficient syntheses of the Lycopodium alkaloids (-)-lycojaponicumin C, (-)-8-deoxyserratinine, (+)-fawcettimine, and (+)-fawcettidine.

Si-Hua Hou1, Yong-Qiang Tu, Lin Liu, Fu-Min Zhang, Shao-Hua Wang, Xiao-Ming Zhang.   

Abstract

Four from one: The four title alkaloids (structures shown in blue box) have been synthesized by using a common versatile intermediate with a 6/5/5 tricyclic skeleton. This tricyclic intermediate could be easily assembled by using an intramolecular carbene addition/cyclization and a Dieckmann condensation/Tsuji-Trost allylation as key steps.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  Schmidt reaction; alkaloids; aza-Wittig reaction; divergent synthesis; natural products

Mesh:

Substances:

Year:  2013        PMID: 24000162     DOI: 10.1002/anie.201306369

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  4 in total

Review 1.  Cycloaddition reactions of enoldiazo compounds.

Authors:  Qing-Qing Cheng; Yongming Deng; Marianne Lankelma; Michael P Doyle
Journal:  Chem Soc Rev       Date:  2017-08-29       Impact factor: 54.564

2.  Synthesis of azasilacyclopentenes and silanols via Huisgen cycloaddition-initiated C-H bond insertion cascades.

Authors:  Jiun-Le Shih; Santa Jansone-Popova; Christopher Huynh; Jeremy A May
Journal:  Chem Sci       Date:  2017-09-04       Impact factor: 9.825

3.  Synthesis of cis-hydrindan-2,4-diones bearing an all-carbon quaternary center by a Danheiser annulation.

Authors:  Gisela V Saborit; Carlos Cativiela; Ana I Jiménez; Josep Bonjoch; Ben Bradshaw
Journal:  Beilstein J Org Chem       Date:  2018-10-09       Impact factor: 2.883

Review 4.  All-carbon [3 + 2] cycloaddition in natural product synthesis.

Authors:  Zhuo Wang; Junyang Liu
Journal:  Beilstein J Org Chem       Date:  2020-12-09       Impact factor: 2.883

  4 in total

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