Intramolecular Suzuki–Miyaura Reaction for the Total Synthesis of Signal Peptidase Inhibitors, Arylomycins A2 and B2
J Dufour, L Neuville, J Zhu
Index: Dufour, Jeremy; Neuville, Luc; Zhu, Jieping Chemistry - A European Journal, 2010 , vol. 16, # 34 p. 10523 - 10534
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Citation Number: 26
Abstract
Abstract Development of the total syntheses of arylomycins A 1 and B 2 is detailed. Key features of our approach include 1) formation of 14-membered meta, meta-cyclophane by an intramolecular Suzuki–Miyaura reaction; 2) incorporation of N-Me-4-hydroxyphenylglycine into the cyclization precursor, which avoids the late-stage low-yielding N-methylation step; 3) segment coupling of a fully elaborated peptide side chain to the macrocycle, which makes ...
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