alpha-methoxy-benzylmetals: Original synthesis and reactivity

被引：5

作者：

Krief, A

Bousbaa, J

机构：

[1] Department of Chemistry, Fac. Univ. Notre-Dame de la Paix, B-5000, Namur

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 35期

关键词：

D O I：

10.1016/S0040-4039(97)01410-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Although 1-methoxy-1-methylseleno-toluene is efficiently metallated by KDA, the same compound as well as its higher homologues react with t-butyllithium producing l-methoxy benzyllithiums via the C-Se bond cleavage. These species are efficiently alkylated by alkyl halides, even the secondary ones and react with THF in the presence of BF3-OEt2 to produce the homologated tetrahydropyran derivative in good yield. (C) 1997 Published by Elsevier Science Ltd.

引用

页码：6289 / 6290

页数：2

共 11 条

[1]

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[2] Preparation of tetrahydrofuran, gamma-lactone, chromanol and pyrrolidine systems by sequential 5-exo-digonal radical cyclization, 1,5-hydrogen transfer from silicon, and 5-endo-trigonal cyclization [J].