Literature DB >> 19904991

Asymmetric construction of rings A-D of daphnicyclidin-type alkaloids.

Travis B Dunn1, J Michael Ellis, Christiane C Kofink, James R Manning, Larry E Overman.   

Abstract

The aza-Cope-Mannich reaction and ring-closing metathesis are key steps in the assembly of intermediates containing rings A-D of Daphniphyllum alkaloids of the daphnicyclidin type such as daphnipaxinin and oldhamine A.

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Year:  2009        PMID: 19904991      PMCID: PMC2996462          DOI: 10.1021/ol902373m

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


  12 in total

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4.  Synthesis and activity of a new generation of ruthenium-based olefin metathesis catalysts coordinated with 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene ligands.

Authors:  M Scholl; S Ding; C W Lee; R H Grubbs
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5.  A zwitterionic alkaloid, containing a rare cyclopentadienyl anion unit, from the stem barks of Daphniphyllum macropodum Miq.

Authors:  Xian-Wen Gan; Hai-Yun Bai; Qi-Gang Chen; Lei Ma; Li-Hong Hu
Journal:  Chem Biodivers       Date:  2006-11       Impact factor: 2.408

6.  Daphnicyclidins A-H, novel hexa- or pentacyclic alkaloids from two species of Daphniphyllum.

Authors:  J I Kobayashi; Y Inaba; M Shiro; N Yoshida; H Morita
Journal:  J Am Chem Soc       Date:  2001-11-21       Impact factor: 15.419

7.  Total synthesis of (-)-pseudolaric acid B.

Authors:  Barry M Trost; Jerome Waser; Arndt Meyer
Journal:  J Am Chem Soc       Date:  2008-12-03       Impact factor: 15.419

8.  First diamino Daphniphyllum alkaloid, daphnipaxinin, with an unprecedented heterohexacyclic skeleton from Daphniphyllum paxianum.

Authors:  Sheng-Ping Yang; Jian-Min Yue
Journal:  Org Lett       Date:  2004-04-29       Impact factor: 6.005

9.  Synthetic studies on daphnicyclidin A: enantiocontrolled construction of the BCD ring system.

Authors:  Shuhei Ikeda; Masatoshi Shibuya; Naoki Kanoh; Yoshiharu Iwabuchi
Journal:  Org Lett       Date:  2009-04-16       Impact factor: 6.005

Review 10.  The Daphniphyllum alkaloids.

Authors:  Jun'ichi Kobayashi; Takaaki Kubota
Journal:  Nat Prod Rep       Date:  2009-05-08       Impact factor: 13.423

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3.  Total synthesis of (+/-)- and (-)-actinophyllic acid.

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6.  Rapid access to the heterocyclic core of the calyciphylline A and daphnicyclidin A-type Daphniphyllum alkaloids via tandem cyclization of a neutral aminyl radical.

Authors:  Ahmad A Ibrahim; Alexander N Golonka; Alberto M Lopez; Jennifer L Stockdill
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7.  Lewis acidic FeCl3 promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate.

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  7 in total

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