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Synthesis and Chemistry of 2, 8-Disubstituted Noradamantanes (CROSBI ID 148516)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Majerski, Zdenko ; Hameršak, Zdenko Synthesis and Chemistry of 2, 8-Disubstituted Noradamantanes // Journal of organic chemistry, 49 (1984), 7; 1182-1185. doi: 10.1021/jo00181a007

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

Povezanost rada

Kemija

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