Title of article
Competition of substituents for ortho direction of metalation of veratric acid
Author/Authors
Nguyet Trang Thanh Chau، نويسنده , , Thi-Huu Nguyen، نويسنده , , Anne-Sophie Castanet، نويسنده , , Kim Phi Phung Nguyen، نويسنده , , Jacques Mortier، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2008
Pages
6
From page
10552
To page
10557
Abstract
LTMP (5 equiv) metalates randomly veratric acid (1). Under external quench conditions, the thermodynamically more stable lithium 2-lithio-3,4-dimethoxybenzoate (2) reacts with a variety of electrophiles to give versatile building units that are not easily accessible by conventional means. Under in situ quench conditions (LTMP/TMSCl), a reversal of regioselectivity is observed and 6-trimethylsilyl-3,4-dimethoxybenzoic acid (10) is formed predominantly.
Keywords
ortho-Lithiation , organolithiums , Benzoic acids
Journal title
Tetrahedron
Serial Year
2008
Journal title
Tetrahedron
Record number
1094764
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