SYNTHESIS OF PODOPHYLLUM LIGNAN ANALOGS

被引:0
|
作者
MITRA, J [1 ]
MITRA, AK [1 ]
机构
[1] UNIV CALCUTTA,UNIV COLL SCI,DEPT CHEM,CALCUTTA 700009,W BENGAL,INDIA
关键词
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Three podophyllotoxin analogues 1-3 having unsymmetrically substituted methoxyl groups in the pendant aryl ring have been synthesized by the application of tandem conjugate addition reaction. Piperonal propane-1, 3-dithiane, but-2-en-4-olide and 2, 3, 4-trimethoxybenzaldehyde furnish a lactone alcohol 5a, which upon desulphurization followed by cyclization yields 3-hydroxymethyl-6, 7-methylenedioxy-1-(2', 3', 4'-trimethoxyphenyl-1, 2, 3, 4-tetrahydro-2-naphthoic acid gamma-lactone 1. Cyclization of 5a followed by dethioketalization affords 3. The use of 2, 4, 5-trimethoxybenzaldehyde as substrate furnishes the aryltetralin lignan analogue 2.
引用
收藏
页码:452 / 455
页数:4
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