Synthesis of new triazole- based trifluoromethyl scaffolds

• Michela Martinelli,
• Thierry Milcent,
• Sandrine Ongeri and
• Benoit Crousse

Beilstein J. Org. Chem. 2008, 4, No. 19, doi:10.3762/bjoc.4.19

• spectroscopic data of 2a-i and 4. Acknowledgements Claire Troufflard is gratefully acknowledged for NMR experiments. Central Glass is thanked for kind gift of fluoral hydrate and DSM company for donation of (R)-phenylglycine. We thank the European Community for the financial support (Marie Curie Early Stage

Reactions of glycidyl derivatives with ambident nucleophiles; part 2: amino acid derivatives

• Gerald Dyker,
• Andreas Thöne and
• Gerald Henkel

Beilstein J. Org. Chem. 2007, 3, No. 28, doi:10.1186/1860-5397-3-28

• functionality, in both cases at a terminal carbon atom of 2. All attempts to achieve a one-step cyclization according to Scheme 1 starting from glycine or from phenylglycine seemed to fail under various reaction conditions (for instance one equiv. of NaOH, K2CO3 or triethylamine in water), regularly giving rise

• to solid, presumably oligomeric material, insoluble even in DMSO. We therefore tested the stepwise, controlled synthesis of products of type 3a with glycidyl esters of N-acyl [6] and N-tosyl glycine and phenylglycine as isolated key intermediates: under basic reaction conditions (NaH, sec-BuLi or LDA

Stereoselective α-fluoroamide and α-fluoro- γ-lactone synthesis by an asymmetric zwitterionic aza-Claisen rearrangement

• Kenny Tenza,
• Julian S. Northen,
• David O'Hagan and
• Alexandra M. Z. Slawin

Beilstein J. Org. Chem. 2005, 1, No. 13, doi:10.1186/1860-5397-1-13

• phenylglycine as previously described.[20] In the first instance a Yb(OTf)3 mediated aza-Claisen rearrangement using allyl morpholine 10 and acid chloride 9 was explored following MacMillan's protocol.[21] This proceeded smoothly to give the α-fluoroamide 11 in good yield although reduction of the equivalence