• YAKHAK HOEJI
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• v.35 no.4
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• pp.264-270
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• 1991

An efficient synthetic route to carbocycle is described. 1, 1, 2-Trisubstituted cycloheptane has been synthesized from allylic carbonate by Pd(0) catalzyed cyclization.

• YAKHAK HOEJI
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• v.34 no.5
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• pp.287-290
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• 1990

An efficient stereoselective synthetic route to carbocycle is described. 1,1,2-Trisubstituted cyclopentane was synthesized from allylic carbonate by Pd(0) catalyzed cyclization.

• YAKHAK HOEJI
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• v.35 no.4
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• pp.283-287
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• 1991

Seven derivatives of 2,3-alkyl substituted N-cyanoaziridine were stereoselectively prepared from alkyl substituted alkenes and cyanamide. NMR spectral property and conformation of N-cyanoaziridine were analysed. Protons(3.34 ppm) at 2,3 position of N-cyanoaziridines are significantly deshielded in case of cyclopentyl fused N-cyanoaziridine. These protons are getting more anisotropically shielded with increasing the fused carbocycle size of N-cyanoaziridine. Therefore chemical shift for these protons are upfield shifted to 2.80 ppm in case of cyclooctyl fused N-cyanoaziridine. Their ED$_{50}$ values aganist L$_{1210}$, cell in vitro were evaluated as 0.5~8.0 $\mu$g/ml. Conformation of carbocycle of fused N-cyanoaziridine is more important to their cytotoxicity than the increment of the strain energy of 3-membered ring.

• Bulletin of the Korean Chemical Society
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• v.13 no.2
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• pp.211-212
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• 1992

• Proceedings of the PSK Conference
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• 2001.10a
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• pp.230.2-230.2
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• 2001

• Bulletin of the Korean Chemical Society
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• v.28 no.9
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• pp.1545-1548
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• 2007

This paper discusses the racemic and stereoselective synthetic route for novel 4'α -methyl and 6'α -methyl analogues of abacavir. The quaternary carbon at the 4'-position of carbocyclic nucleoside was installed successfully via a Claisen rearrangement. The stereocontrolled construction of a methyl group in the 6'α - position was directed through the Felkin-Anh rule. A Bis-vinyl compound 9 was cyclized successfully using Grubbs' catalyst II to provide a carbocycle nucleus for the target compound. The synthesized compound 15 showed moderate anti-HIV activity (EC50 = 10.67 μM, MT-4 cell lines).