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Total syntheses of squamocin A and squamocin D

โœ Scribed by Ulrich Emde; Ulrich Koert


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
197 KB
Volume
40
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


The total syntheses of two acetogenins, squamocin A and squamocin D, have been achieved. The adjacent bis-THF subunit was constructed by a multiple Williamson reaction. The left and the right side chain were added by addition of organomagnesium compounds to aldehyde functions. The conversion of a carboxylic acid into the butenolide moiety concluded both syntheses.


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โœ Ulrich Emde; Ulrich Koert ๐Ÿ“‚ Article ๐Ÿ“… 2000 ๐Ÿ› John Wiley and Sons ๐ŸŒ English โš– 530 KB

The total syntheses of the Annonaceous acetogenins squamocin A and squamocin D have been achieved. The synthesis follows a modular strategy, wherein a left-side chain, the central bis-THF core and the right-side chain are assembled together. Key reactions are additions of organomagnesium

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