Literature DB >> 14535760

Asymmetric sulfur ylide mediated aziridination: application in the synthesis of the side chain of taxol.

Varinder K Aggarwal1, Jean-Luc Vasse.   

Abstract

[reaction: see text] Sulfur ylide methodology has been used to construct the Taxol side chain with a high degree of enantioselectivity via a trans-aziridine followed by stereospecific rearrangement of the trans-benzoylaziridine into a trans-oxazoline.

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Year:  2003        PMID： 14535760     DOI： 10.1021/ol035554w

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


  4 in total

1.  Stereospecific ring expansion of chiral vinyl aziridines.

Authors:  Matthew Brichacek; Mauricio Navarro Villalobos; Alexandra Plichta; Jon T Njardarson
Journal:  Org Lett       Date:  2011-02-10       Impact factor: 6.005

2.  Asymmetric syntheses of three-membered heterocycles using chiral amide-based ammonium ylides.

Authors:  Mathias Pichler; Johanna Novacek; Raphaël Robiette; Vanessa Poscher; Markus Himmelsbach; Uwe Monkowius; Norbert Müller; Mario Waser
Journal:  Org Biomol Chem       Date:  2015-02-21       Impact factor: 3.876

3.  Towards a General Understanding of Carbonyl-Stabilised Ammonium Ylide-Mediated Epoxidation Reactions.

Authors:  Johanna Novacek; Lukas Roiser; Katharina Zielke; Raphaël Robiette; Mario Waser
Journal:  Chemistry       Date:  2016-07-06       Impact factor: 5.236

4.  Protecting group-directed annulations of tetra-substituted oxindole olefins and sulfur ylides: regio- and chemoselective synthesis of cyclopropane- and dihydrofuran-fused spirooxindoles.

Authors:  Jing-Wen Kang; Xiang Li; Fei-Yu Chen; Yuan Luo; Shu-Cang Zhang; Bin Kang; Cheng Peng; Xu Tian; Bo Han
Journal:  RSC Adv       Date:  2019-04-17       Impact factor: 4.036
  4 in total

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