Recent developments in the asymmetric Reformatsky-type reaction

• Hélène Pellissier

Beilstein J. Org. Chem. 2018, 14, 325–344, doi:10.3762/bjoc.14.21

• % de), the utility of this procedure was demonstrated by converting the minor (S,S)-diastereomer 6 into the orthogonally protected γ-hydroxylysine derivative 7 which is found in the potent antitumor agent glidobactin A [19]. Another chiral electrophile, such as aldehyde 8 prepared in five steps from

Solid-phase enrichment and analysis of electrophilic natural products

• Frank Wesche,
• Yue He and
• Helge B. Bode

Beilstein J. Org. Chem. 2017, 13, 405–409, doi:10.3762/bjoc.13.43

• entomopathogenic Photorhabdus bacteria. Keywords: azides; click chemistry; enrichment; electrophilic natural products; epoxides; glidobactin; Photorhabdus; stilbenes; Introduction Microorganisms are a major source for novel natural products and the subsequent development of new drugs for all kinds of

• species. Upon a detailed look at the chromatograms, different masses with the characteristic fragmentation pattern of derivatized azides could be found (Table 1 and Supporting Information File 1, Figures S7–S9). The molecular formula obtained from HRMS data indicates that three glidobactin derivatives

• namely glidobactin A (4) [22], cepafungin I (5) [23][24] and luminmycin D (6) [25][26] were enriched (Scheme 2). Glidobactins are well-known proteasome inhibitors that react with a conserved threonine residue in the β5 subunit of the proteasome [24]. From Photorhabdus strains they have previously only