Total Synthesis of Farnesyl Acetophenones and Farnesyl Flavanone

Chem. J. Chinese Universities ›› 1997, Vol. 18 ›› Issue (11): 1804.

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Total Synthesis of Farnesyl Acetophenones and Farnesyl Flavanone

HUANG Chu-Sheng, LI Xiu-Ying, LI Ying, LI Yu-Lin

National Laboratory of Applied Organic Chemistry and Institute of Organic Chemistry,Lanzhou University, Lanzhou 730000

Received:1996-10-03 Online:1997-11-24 Published:1997-11-24

Abstract

Abstract: Three novel natural compounds, 3-farnesyl-2, 4, 6-trihydroxy-acetophenone (1),4-farnesyloxy-2, 6-dihydroxyacetophenone(2) and 6-farnesyl-3', 4', 5, 7-tetrahydroxy-flavanone (3) isolated from the aerial part of Boronia ramosa in Australia, were firstlysynthesized by starting from 2,4, 6-trihydroxyacetophenone and farnesyl bromide with total yield52.0%, 6.5% and 19.8%, respectively.The synthetic steps of compound 3 contained sixreactions of C-farnesylation, hydroxy-protection, aldol-condesation, cyclization andgroupdeprotection all together.

Key words: Farnesylacetophenone, Farnesylflavanone, 6-Farnesyl-3',4',5,7-tetrahydroxyflavanone, Total synthesis

CLC Number:

O625.45

TrendMD:

HUANG Chu-Sheng, LI Xiu-Ying, LI Ying, LI Yu-Lin. Total Synthesis of Farnesyl Acetophenones and Farnesyl Flavanone[J]. Chem. J. Chinese Universities, 1997, 18(11): 1804.

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Total Synthesis of Farnesyl Acetophenones and Farnesyl Flavanone

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