The synthesis of 4,5-methano congeners of α-kainic and α-allo-kainic acids as probes for glutamate receptors

Efficient Synthesis of Cyclopropane‐Fused Heterocycles with Bromoethylsulfonium Salt

“…Similarly, 1h-j were synthesized in two steps from commerically available amino acid-derived methyl esters through a DIBAL-H reduction/Wittig reaction sequence. Allylic amines 1k, and 1l with the appropriate protecting groups required several steps [25] whilst 1m was available in one step from reaction of dihydrocinnamaldehyde with a vinylchromium nucleophile [26] (see SI for details).…”

Amino Zinc Enolate Carbocyclization Reactions. New Access to Polysubstituted Piperidine Derivatives

“…Moreover, the bromo derivative 23 can serve as a source of bicyclo[4.1.0]heptane amino ester 24 , which is also an interesting constrained amino ester, by treatment with LDA as described in Scheme …”

Conformationally rigid cyclic α-amino acids in the design of peptidomimetics, peptide models and biologically active compounds

“…This class of compounds also includes the recently synthesised 2-aminoadipic acid analogue 81 136 as well as chimeric amino acids 82 and 83, which may be regarded as analogues of glutamic acid and proline simultaneously (the acid 83 also contains a fragment of a-cainic acid 84, which is a naturally occurring non-proteinogenic amino acid). 137 As in the case of 3,4-methanologues, the key step in the synthesis of compounds 78 ± 83 is the construction of a cyclopropane ring or of a bicyclic core in the case of 82 and 83. For the synthesis of 80, the three-membered ring was formed using alkylation of nitromethane (the Henry reaction).…”