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Jacques, Sylvain A.; Michaelis, Simon; Gebhardt, Björn; Blum, Andreas; Lebrasseur, Nathalie; Larrosa, Igor; White, Andrew J. P.; Barrett, Anthony G. M.
European Journal of Organic Chemistry, 01/2012, Letnik: 2012, Številka: 1Book Review, Journal Article
This paper describes an approach towards the total synthesis of lactonamycin with the elaboration of a key pentacyclic unit. Key steps include the synthesis of benzyl bromide 8 in eight steps and 23 % overall yield starting from 4‐methoxyphenol; a high‐yielding Suzuki coupling between boronic ester 9 and benzyl bromide 8; and a Lewis acid mediated, intramolecular Friedel–Crafts acylation to obtain the fused BCDEF ring core. A highly functionalized precursor towards the total synthesis of lactonamycin has been synthesized by using an efficient Suzuki coupling reaction; a Lewis acid mediated, intramolecular Friedel–Crafts acylation reaction; and a selective hydroquinone dimethyl ether oxidation.
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JCR | SNIP | JCR | SNIP | JCR | SNIP | JCR | SNIP |
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