Syntheses and stereochemistry of hydroperchlorates of anti-4-substituted 2-azaadamantanes

Acta Chimica Sinica ›› 1990, Vol. 48 ›› Issue (4): 382-387. Previous Articles Next Articles

Original Articles

反式-4-取代-2-氮杂金刚烷高氯酸盐的合成和立体化学

王广义;Grob, C.A

巴塞尔大学有机化学研究所

发布日期:1990-04-15

Syntheses and stereochemistry of hydroperchlorates of anti-4-substituted 2-azaadamantanes

WANG ANYI;Grob, C.A

Published:1990-04-15

Abstract

N-Benzyl-anti and syn-4-substituted 2-azaadamantanes were prepared starting from adamantane I. Treatment of anti free amines with perchloric acid gave N-benzyl hydroperchlorates, which were hydrogenolyzed to provide the title compounds II (R = H, OH, Cl, cyano, CO2Me, CH2OH, etc.). Stereochem. of the free amines was determine with the help of IR and 1H NMR spectra.

Key words: AMMONIUM COMPOUND, CATALYSIS, INFRARED SPECTROPHOTOMETRY, METHYLBENZENE, NITROGEN HETEROCYCLICS, FREE RADICAL, NUCLEAR MAGNETIC RESONANCE, ISOMER, STEREOCHEMISTRY, PERCHLORATE

CLC Number:

O621

Cite this article

WANG ANYI;Grob, C.A. Syntheses and stereochemistry of hydroperchlorates of anti-4-substituted 2-azaadamantanes[J]. Acta Chimica Sinica, 1990, 48(4): 382-387.

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反式-4-取代-2-氮杂金刚烷高氯酸盐的合成和立体化学

Syntheses and stereochemistry of hydroperchlorates of anti-4-substituted 2-azaadamantanes

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