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Diastereoselective [2,3] Wittig rearrangement of carbohydrate-derived tertiary allylic ethers. 1. Synthesis of the C11-C18 subunit of herbimycin a from D-glucose.

โœ Scribed by Jill E. Eshelman; Janet L. Epps; James Kallmerten


Publisher
Elsevier Science
Year
1993
Tongue
French
Weight
289 KB
Volume
34
Category
Article
ISSN
0040-4039

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๐Ÿ“œ SIMILAR VOLUMES


The [2,3] Wittig rearrangement of tertia
โœ Michael Balestra; Mark D Wittman; James Kallmerten ๐Ÿ“‚ Article ๐Ÿ“… 1988 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 253 KB

Ketone 4 representing the C12-C25 subunit of the ionophore antibiotic zincophorin, has been prepared by a sequence incorporating the [2,3] Wittig rearrangement of a tertiary allylic ether and subsequent lactonization via intramolecular, acid-catalyzed SN' addition to an allylic ether.