First stereocontrolled syntheses of unsymmetrically substituted bislactone lignans: Stereocontrolled syntheses of four possible isomers of methyl 4,8-dioxoxanthoxylol

被引:35
作者
Yoshida, S [1 ]
Ogiku, T [1 ]
Ohmizu, H [1 ]
Iwasaki, T [1 ]
机构
[1] TANABE SEIYAKU CO LTD,LEAD OPTIMIZAT RES LAB,OSAKA 532,JAPAN
关键词
D O I
10.1021/jo961733y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient method for stereocontrolled syntheses of the unsymmetrically substituted bislactone subgroup of the furofuran lignan has been developed based on a stereoselective aldol reaction of the acid anhydride 8 or 9 and an aromatic aldehyde employing methyl 4,8-dioxoxanthoxylol (1a), 4,8-dioxofargesin (1b), methyl 4,8-dioxopiperitol (2a) and their isomer 3a as the representative examples of the axial-equatorial 1, diequatorial 2, and diaxial 3 types of this series.
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页码:1310 / 1316
页数:7
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