Treatment of FK-506 with aqueous hydroxide results in a benzilic acid rearrangement of the C.8-c.10 tricarbonyl portion of the molecule. A corrected structure for a previously reported degradation product as well as oxidative decarboxylation of rearranged IX-506 is presented.
Benzil-benzilic acid rearrangement in crosslinked macromolecular systems: effect of crosslinking
β Scribed by Sunny Kuriakose; V.N.Rajasekharan Pillai
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- English
- Weight
- 299 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0032-3861
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π SIMILAR VOLUMES
1 2, Reductones and Tricarbonyl Compounds, Part 32. Part 31 : [I]. The intermediate products, formulated [lo] as imino-enediols -C(OH)=C(OH)-C(=NH)-, very probably exist in their tautomeric forms -CO-C(OH)=C(NH,)-. We use hcrc the earlier published formula 5 for convenience.
## Abstract __tert__βButyl Ξ±,Ξ²βdioxobutyrate (hydrate; **1d**) undergoes, at medium or high pH, the benzilicβacid rearrangement with exclusive 1,2βshift of the COO(__t__βBu) group; the same is true for the corresponding isopropyl ester **1c** and ethyl ester **1b** at high pH, whereas at lower pH,