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Synthetic studies on spongistatins: synthesis of the C29–C44 fragment

✍ Scribed by Mohammad Samadi; Christian Munoz-Letelier; Stéphane Poigny; Michèle Guyot

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
173 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

A convergent synthesis of the C29-C44 fragment, the common subunit of the spongipyran macrolides is described. The key step of the synthesis is the C-glycosidation reaction which is based on coupling of the lithiated F-ring sulfone with the E-ring aldehyde, and subsequent reductive desulfonylation to afford the E-F bis (pyran) with high stereoselectivity at the anomeric carbon.

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