The reaction of methyl isoferulate with FeCl3 or Ag2O-hypothesis on the biosynthesis of lithospermic acids and related nor and neolignans

被引：5

作者：

Cotelle, P ^{[1
]}

Vezin, H ^{[1
]}

机构：

[1] Univ Sci & Technol Lille, Lab Chim Organ & Macromol, UMR CNRS 8009, F-59655 Villeneuve Dascq, France

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 16期

关键词：

D O I：

10.1016/S0040-4039(03)00584-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Methyl isoferulate reacts with FeCl3 to give (2-6) dimer 3 (6-6) dimer 4 and (6-O-3) dimer 5 in low yields, whereas it reacts with Ag2O leading to (2-O-3) dimer 6 and (6-O-3, 2-O-3) trimer 7. By comparison with literature data, we suggest that the biosynthesis of lithospermic acids and related nor and neolignans that possess a beta-2 bond may be due to the cross dimerisation of ferulate radical on isoferulate. (C) 2003 Elsevier Science Ltd. All rights reserved.

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页码：3289 / 3292

页数：4

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