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- W2950341254 abstract "Construction of hexahydrobenzofuran moiety with both the correct stereochemistry and the C3-C4 double bond is the most important and challenging aspect in the total syntheses of the antiparasitic avermectins and the milbemycins, because this structure, prone to undergo C2-epimerization, double bond-migration, and dehydration, is essential for their biological activity. Successful total syntheses reported thus far have adopted secure strategies introducing the crucial 3, 4-double bond at the final stages after constructing the whole macrolactone structure but they are still less than satisfactory in terms of stereo-and regio-control. We have succeeded for the first time in the straightforward synthesis of the genuine seco-acid possessing the 3, 4-double bond via an oxetane acetal intermediate and have demonstrated that its macrolactonization to milbemycin α1, can be executed without the serious isomerization." @default.
- W2950341254 created "2019-06-27" @default.
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- W2950341254 date "1991-01-01" @default.
- W2950341254 modified "2023-10-16" @default.
- W2950341254 title "Total Synthesis of Milbemycin .ALPHA.1." @default.
- W2950341254 doi "https://doi.org/10.5059/yukigoseikyokaishi.49.737" @default.
- W2950341254 hasPublicationYear "1991" @default.
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