Je. Baldwin et al., The synthesis of 4-arylsulfanyl-substituted kainoid analogues from trans-4-hydroxy-L-proline, TETRAHEDRON, 57(37), 2001, pp. 7991-7997
The potent neuroexcitatory activity of kainoid amino acids in the mammalian
CNS places new analogues in high demand as tools for neuropharmacological
research. A range of 4-arylsulfanyl-substituted kainoids has been synthesis
ed in a parallel fashion via mesylate displacement by a number of aromatic
thiolates upon (2S,3S,4R)-1-benzoyl-3-tert-butoxycarbonylmethyl-4-methanesu
lfonyloxypyrrohdine-2-carboxylic acid methyl ester 9, which is obtainable i
n eight steps from trans-4-hydroxy-L-proline 5. (C) 2001 Elsevier Science L
td. All rights reserved.