Literature DB >> 12182578

Studies aimed at the total synthesis of azadirachtin. A modeled connection of C-8 and C-14 in azadirachtin.

Takehiro Fukuzaki1, Satoshi Kobayashi, Takamasa Hibi, Yohei Ikuma, Jun Ishihara, Naoki Kanoh, Akio Murai.   

Abstract

[reaction: see text] Studies on the connection between the right and left segments of azadirachtin are described. The Ireland-Claisen rearrangement of Li-enolate of the modeled ester with dichlorodimethylsilane in toluene afforded the desired limonoid framework stereoselectively in good yield.

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Year:  2002        PMID： 12182578     DOI： 10.1021/ol026260y

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


  3 in total

1.  Lithium hexamethyldisilazide-mediated enolizations: influence of triethylamine on E/Z selectivities and enolate reactivities.

Authors:  Peter F Godenschwager; David B Collum
Journal:  J Am Chem Soc       Date:  2008-06-17       Impact factor: 15.419

2.  Synthesis of the B-seco limonoid core scaffold.

Authors:  Hanna Bruss; Hannah Schuster; Rémi Martinez; Markus Kaiser; Andrey P Antonchick; Herbert Waldmann
Journal:  Beilstein J Org Chem       Date:  2014-01-16       Impact factor: 2.883

3.  Total Syntheses of Scabrolide A and Nominal Scabrolide B.

Authors:  Zhanchao Meng; Alois Fürstner
Journal:  J Am Chem Soc       Date:  2022-01-19       Impact factor: 15.419
  3 in total

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