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Synthetic approaches to the avermectins: Studies on the hexahydrobenzofuran unit

✍ Scribed by Anthony G.M. Barrett; Nigel K. Capps

Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
172 KB
Volume
27
Category
Article
ISSN
0040-4039

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✦ Synopsis

The condensation reaction of 2-11thio-2-1ithio-oxymethyl-l,3-dithiane with an epoxy-ketone is used as the key step in a novel approach to the avermectin southern hexahydrobenzofuran unit.

The avermectins I and milbemycins 2 are potent paraslticidal and anthelmintic agents respectively produced by Streptomyces avermitilis and S. hygroscopicus subsp, aureolacrimosus Structurally these natural products are illustrated by one example avermectin A2b(1). On account of their highly significant biological activities and unique structural features, the avermectins and milbemycins are attractive synthetic targets. Five total syntheses of the

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