Synthesis and Chemistry of 2, 8-Disubstituted Noradamantanes (CROSBI ID 148516)
Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija
Podaci o odgovornosti
Majerski, Zdenko ; Hameršak, Zdenko
engleski
Synthesis and Chemistry of 2, 8-Disubstituted Noradamantanes
4, 5-exo-Epoxybrendane (3) rearranged readily with sulfuric acid in acetone, and with boron trifluoride etherate in acetic acid, yielding, upon a hydrolytic workup, 86% of 2-exo-8-exo-noradamantanediol and 93% of 8-exoacetoxy- 2-ero-noradamantano1, respectively. Starting epoxide 3 was prepared in 60% overall yield from readily available 4-brendanone. Consequently, the acid solvolysis of 3 provides a convenient, general entry to the noradamantane system functionalized at carbons 2 and 8.
noradamantanes ; synthesis
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Podaci o izdanju
49 (7)
1984.
1182-1185
objavljeno
0022-3263
1520-6904
10.1021/jo00181a007