Gold(I)-catalysed synthesis of a furan analogue of thiamine pyrophosphate

• Amjid Iqbal,
• El-Habib Sahraoui and
• Finian J. Leeper

Beilstein J. Org. Chem. 2014, 10, 2580–2585, doi:10.3762/bjoc.10.270

• very strong inhibitor, with a Ki value of 32.5 pM. It was also shown that the furan analogue of thiamine can be functionalised at the C-2 position, which will allow access to mimics of reaction intermediates of various ThDP-dependent enzymes. Keywords: furan synthesis; gold-catalysed cyclisation

Regioselective carbon–carbon bond formation of 5,5,5-trifluoro-1-phenylpent-3-en-1-yne

• Motoki Naka,
• Tomoko Kawasaki-Takasuka and
• Takashi Yamazaki

Beilstein J. Org. Chem. 2013, 9, 2182–2188, doi:10.3762/bjoc.9.256

• was slow. This important information allowed us to reconsider our previously proposed mechanism as shown in Scheme 5. A part of 1H NMR chart of 4 and its deuterated mixture. Proposed reaction mechanism between 1 and MeLi. Furan synthesis from a mixture of 5a and 6a. Deuteration of anionic species from

Isotopic labelling studies for a gold-catalysed skeletal rearrangement of alkynyl aziridines

• Paul W. Davies,
• Nicolas Martin and
• Neil Spencer

Beilstein J. Org. Chem. 2011, 7, 839–846, doi:10.3762/bjoc.7.96

• both isomeric products D and G evolved (Scheme 2). Path I follows proton elimination (B→C) and subsequent protodemetallation to give 2,5-disubstituted pyrrole D, in keeping with a previously reported furan synthesis [24][25]. The 2,4-disubstituted skeletal rearrangement product G was rationalised

End game strategies towards the total synthesis of vibsanin E, 3-hydroxyvibsanin E, furanovibsanin A, and 3-O-methylfuranovibsanin A

• Brett D. Schwartz,
• Craig M. Williams and
• Paul V. Bernhardt

Beilstein J. Org. Chem. 2008, 4, No. 34, doi:10.3762/bjoc.4.34

• so efficiently furan ring formation was investigated with ketone 30. Three general protocols were identified as suitable for attempting fused furan formation with substrate 30; 1) Padwa [20] and Mukaiyama [21] furan synthesis, 2) Nishizawa furan synthesis [22], and 3) classical acid catalysed