Literature DB >> 22472049

Synthesis of the bridging framework of phragmalin-type limonoids.

Terry P Lebold1, Gary M Gallego, Christopher J Marth, Richmond Sarpong.   

Abstract

An efficient synthesis of the octahydro-1H-2,4-methanoindene core of phragmalin-type limonoids, such as xyloccensins O and P, is reported. The success of the synthetic route is predicated on the use of network analysis in the retrosynthetic analysis and a Diels-Alder reaction for the synthesis of a key hydrindanone derivative.
© 2012 American Chemical Society

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Year:  2012        PMID： 22472049      PMCID： PMC3337790          DOI： 10.1021/ol300647k

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


  9 in total

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3.  Limonoids from seeds of Thai Xylocarpus moluccensis.

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Journal:  Bioorg Med Chem Lett       Date:  2011-06-16       Impact factor: 2.823

4.  Phragmalin-type limonoid orthoesters from Chukrasia tabularis var. velutina.

Authors:  Jun Luo; Jun-Song Wang; Xiao-Bing Wang; Jian-Guang Luo; Ling-Yi Kong
Journal:  Chem Pharm Bull (Tokyo)       Date:  2011       Impact factor: 1.645

5.  Gedunin, a novel hsp90 inhibitor: semisynthesis of derivatives and preliminary structure-activity relationships.

Authors:  Gary E L Brandt; Matthew D Schmidt; Thomas E Prisinzano; Brian S J Blagg
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Review 6.  Plant-derived triterpenoids and analogues as antitumor and anti-HIV agents.

Authors:  Reen-Yen Kuo; Keduo Qian; Susan L Morris-Natschke; Kuo-Hsiung Lee
Journal:  Nat Prod Rep       Date:  2009-08-13       Impact factor: 13.423

7.  A hierarchy of homodesmotic reactions for thermochemistry.

Authors:  Steven E Wheeler; Kendall N Houk; Paul v R Schleyer; Wesley D Allen
Journal:  J Am Chem Soc       Date:  2009-02-25       Impact factor: 15.419

8.  An Ireland-Claisen approach to beta-alkoxy alpha-amino acids.

Authors:  James P Tellam; Gabriele Kociok-Köhn; David R Carbery
Journal:  Org Lett       Date:  2008-10-18       Impact factor: 6.005

9.  Xyloccensins O and P, unique 8,9,30-phragmalin ortho esters from Xylocarpus granatum.

Authors:  Jun Wu; Qiang Xiao; Jianshe Huang; Zhihui Xiao; Shuhua Qi; Qingxin Li; Si Zhang
Journal:  Org Lett       Date:  2004-05-27       Impact factor: 6.005
  9 in total
  3 in total

1.  Effect of protic additives in Cu-catalysed asymmetric Diels-Alder cycloadditions of doubly activated dienophiles: towards the synthesis of magellanine-type Lycopodium alkaloids.

Authors:  Vincent N G Lindsay; Rebecca A Murphy; Richmond Sarpong
Journal:  Chem Commun (Camb)       Date:  2017-09-14       Impact factor: 6.222

2.  A Unifying Synthesis Approach to the C18-, C19-, and C20-Diterpenoid Alkaloids.

Authors:  Kevin G M Kou; Svitlana Kulyk; Christopher J Marth; Jack C Lee; Nicolle A Doering; Beryl X Li; Gary M Gallego; Terry P Lebold; Richmond Sarpong
Journal:  J Am Chem Soc       Date:  2017-09-20       Impact factor: 15.419

3.  A divergent approach to the synthesis of the yohimbinoid alkaloids venenatine and alstovenine.

Authors:  Terry P Lebold; Jessica L Wood; Josh Deitch; Michael W Lodewyk; Dean J Tantillo; Richmond Sarpong
Journal:  Nat Chem       Date:  2012-12-23       Impact factor: 24.427
  3 in total

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