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Structure and conformation of heterocycles. II. the 1,4,5,8-tetraoxadecalin vs. bi(dioxolan-2-yl) isomeric systems.

✍ Scribed by Benzion Fuchs

Publisher: Elsevier Science
Year: 1970
Tongue: French
Weight: 230 KB
Volume: 11
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)98072-4

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✦ Synopsis

When ethylene glycol is condensed with an a-diketone (R-CO-CO-R) in an acid catalyzed reaction, a mixture of two isomers is usually obtained (2). Interestingly enough, the structural assignments of the parent compounds (R-H), Isomers A and B, were a matter of dispute over a period of more then thirty years (2-4). Thus, they underwent a series of chenges: A-&,8-2 (2); A-&,8-2

(3); A-$;%2 (48). In fact, no systematic and general method of identification end dlfferentiation has so far been put forward for the entire series.

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