Studies on Asymmetric Synthesis of 8-O-4′-Neolignan Compounds

Chem. J. Chinese Universities ›› 2003, Vol. 24 ›› Issue (10): 1811.

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Studies on Asymmetric Synthesis of 8-O-4′-Neolignan Compounds

CHEN Xiao-Chuan, REN Xin Feng, PENG Kun, WU Tong-Xing, PAN Xin-Fu

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China

Received:2002-09-02 Online:2003-10-24 Published:2003-10-24

Abstract

Abstract: Anew method for asymmetric synthesis of 8-O-4′-neolignans has been reported.There are two key steps in this synthesis route.The two chiral centers in 8-O-4′-neolignans are introduced by Sharpless asymmetric dihydroxylation reaction, and the two main sections are coupled to form the frame of 8-O-4′-neolignans by Mitsunobu reaction.Two diastereoisomers of a natural 8-O-4′-neolignan are obtained from protected ferulic alcohol in eight steps by the route, among which threo isomer is the major product.

Key words: 8-O-4′-neolignans, Lignans, Asymmetric synthesis

CLC Number:

O629

TrendMD:

CHEN Xiao-Chuan, REN Xin Feng, PENG Kun, WU Tong-Xing, PAN Xin-Fu . Studies on Asymmetric Synthesis of 8-O-4′-Neolignan Compounds[J]. Chem. J. Chinese Universities, 2003, 24(10): 1811.

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Studies on Asymmetric Synthesis of 8-O-4′-Neolignan Compounds

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