Literature DB >> 10754687

Addition of metallo enolates to chiral 1-acylpyridinium salts: total synthesis of (+)-cannabisativine.

J T Kuethe1, D L Comins.   

Abstract

[formula: see text] A novel route to the first asymmetric synthesis of (+)-cannabisativine (1) is described. The total synthesis of 1 was accomplished with a high degree of regio- and stereoselectivity in 19 steps and 9% overall yield.

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Year:  2000        PMID： 10754687     DOI： 10.1021/ol0056271

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


  5 in total

1.  Asymmetric synthesis of all the known phlegmarine alkaloids.

Authors:  Bradley H Wolfe; Adam H Libby; Rima S Al-Awar; Christopher J Foti; Daniel L Comins
Journal:  J Org Chem       Date:  2010-11-15       Impact factor: 4.354

2.  Asymmetric synthesis of ring functionalized trans-2,6-disubstituted piperidines from N-sulfinyl delta-amino beta-keto phosphonates. total synthesis of (-)-myrtine.

Authors:  Franklin A Davis; He Xu; Junyi Zhang
Journal:  J Org Chem       Date:  2007-02-17       Impact factor: 4.354

3.  Passerini-type reaction of boronic acids enables α-hydroxyketones synthesis.

Authors:  Kai Yang; Feng Zhang; Tongchang Fang; Chaokun Li; Wangyang Li; Qiuling Song
Journal:  Nat Commun       Date:  2021-01-19       Impact factor: 14.919

4.  Stereoselective, nitro-Mannich/lactamisation cascades for the direct synthesis of heavily decorated 5-nitropiperidin-2-ones and related heterocycles.

Authors:  Pavol Jakubec; Dane M Cockfield; Madeleine Helliwell; James Raftery; Darren J Dixon
Journal:  Beilstein J Org Chem       Date:  2012-04-16       Impact factor: 2.883

5.  Tandem dinucleophilic cyclization of cyclohexane-1,3-diones with pyridinium salts.

Authors:  Mostafa Kiamehr; Firouz Matloubi Moghaddam; Satenik Mkrtchyan; Volodymyr Semeniuchenko; Linda Supe; Alexander Villinger; Peter Langer; Viktor O Iaroshenko
Journal:  Beilstein J Org Chem       Date:  2013-06-10       Impact factor: 2.883
  5 in total

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