ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
On treatment with higher diazoalkanes, 2,4,6/3,5-penta-acetoxy-cyclohexanone (penta-O-acetyl-myo-inosose-2 or -scyllo-inosose) afforded by ring expansion all-trans-penta-acetoxy-C-alkyl-cycloheptanones, which by deacylation were converted to hemiacetals. The reactions with diazoalkanes of the penta-acetoxy-inosose in the presence of aluminium chloride and of the free inosose in water solution have also been studied. The structure, the configuration, and, in some cases, the conformation of the new compounds have been established and some of their reactions have been investigated. The mechanisms of formation of the ring expansion products and of the concomitant spiro-epoxides have been discussed.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19740570710