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Studies on the resorcylates: biomimetic total syntheses of (+)-montagnetol and (+)-erythrin

✍ Scribed by Jean-François Basset; Colin Leslie; Dieter Hamprecht; Andrew J.P. White; Anthony G.M. Barrett

Book ID: 104097210
Publisher: Elsevier Science
Year: 2010
Tongue: French
Weight: 461 KB
Volume: 51
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2009.11.134

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✦ Synopsis

6-(2,4-Dioxopentyl)-2,2-trimethyl-4H-1,3-dioxin-4-one on reflux in toluene gave MeCOCH 2 COCH 2 COCH@C@O, which cyclized to 6-(2-oxopropyl)-4-hydroxy-2H-pyran-2-one or was trapped with alcohols to produce resorcylate esters. The method was used for the synthesis of both enantiomers of montagnetol and erythrin.

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