Studies on the First Total Synthesis of (±)-Salvinolone

Chem. J. Chinese Universities ›› 1997, Vol. 18 ›› Issue (11): 1820.

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Studies on the First Total Synthesis of (±)-Salvinolone

TIAN Yuan¹, CHEN Ning¹, QIN Bing-Chang¹, PAN Xin-Fu¹, HAO Xiao-Jiang², CHEN Chang-Xiang²

1. Department of Chemistry, National Laboratory of Applied Organic Chemistry,Lanzhou University, Lanzhou 730000;
2. Zaborutory of Phytochemistry, Kunming Instigate of Botany, Academia Siniou, Kanming 650204

Received:1996-08-19 Online:1997-11-24 Published:1997-11-24

Abstract

Abstract: Salvinolone is a polyoxygenated aromatic tricyclic diterpene which was firstisolated from the roots of Salva prionitis.The assignment of its structure for compound 1 wasmostly made on the basis of spectral data.In order to confirm the assigned structure, aconvergent synthesis of Salvinolone(1) has been achieved in nine steps, starting with3-fisopropoxy-5, 5-dimethyl-2-cyclohexenone (4) and alcohol (2) which are readily available.Thekey steps are alkylation of carbonyl compound and intramolecular Friedel-Crafts reaction.This is the first total synthesis of (±)-salvinolone.

Key words: Polyoxygenated aromatic tricyclic diterpene, Salvinolone, Total synthesis

CLC Number:

O625

TrendMD:

TIAN Yuan, CHEN Ning, QIN Bing-Chang, PAN Xin-Fu, HAO Xiao-Jiang, CHEN Chang-Xiang. Studies on the First Total Synthesis of (±)-Salvinolone[J]. Chem. J. Chinese Universities, 1997, 18(11): 1820.

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Studies on the First Total Synthesis of (±)-Salvinolone

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