Synthesis of 16-Hydroxy-6,7-didehydraferruginyl Methyl Ether and Its Analogues with 16-Oxidant Group

Chem. J. Chinese Universities ›› 2003, Vol. 24 ›› Issue (2): 270.

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Synthesis of 16-Hydroxy-6,7-didehydraferruginyl Methyl Ether and Its Analogues with 16-Oxidant Group

SHEN Hao, LI An-Pai, WANG Hui, DU Zhen-Ting, WU Tong-Xing, PAN Xin-Fu

National Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, Lanzhou 730000, China

Received:2001-12-05 Online:2003-02-24 Published:2003-02-24

Abstract

Abstract: The synthetic strategy of AC→ABC was used, in which α-cyclocitral was used as A ring synthon. The key intermediate 11 was obtained after condensation of α-cyclocitral with triphenyl phosphonium chloride 8, sequently selective reduction by Pd/C and intramolecular cyclization. 16-Hydroxy-6,7-didehy-draferruginyl methyl ether and three analogues with 16-oxidant group were synthesized from this key intermediate via structure modification.

Key words: Tricyclic diterpenoid, Ferruginol, Suginyl phenol

CLC Number:

O625

TrendMD:

SHEN Hao, LI An-Pai, WANG Hui, DU Zhen-Ting, WU Tong-Xing, PAN Xin-Fu . Synthesis of 16-Hydroxy-6,7-didehydraferruginyl Methyl Ether and Its Analogues with 16-Oxidant Group[J]. Chem. J. Chinese Universities, 2003, 24(2): 270.

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Synthesis of 16-Hydroxy-6,7-didehydraferruginyl Methyl Ether and Its Analogues with 16-Oxidant Group

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