NEW ASPECTS IN THE SYNTHESIS OF MONOALKYLFURANS AND DIALKYLFURANS

被引：56

作者：

BOCK, I ^{[1
]}

BORNOWSKI, H ^{[1
]}

RANFT, A ^{[1
]}

THEIS, H ^{[1
]}

机构：

[1] TECH UNIV BERLIN,INST ORGAN CHEM,STR 17 JUNI 135,W-1000 BERLIN 12,GERMANY

来源：

TETRAHEDRON | 1990年 / 46卷 / 04期

关键词：

D O I：

10.1016/S0040-4020(01)86685-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-substituted furan systems can be obtained by alkylation of 3-lithium furans with various electrophiles in the presence of hexamethylphosphoric acid triamide in good yields. The 2- or 5-position of 3-methyl furan is blocked with high regioselectivity by silylation. After metalation and alkylation of the remaining free α-position and subsequent desilylation the 2,3- and 2,4-disubstituted furans are obtained. These methods are used to synthesize the naturally occuring compounds ursinanolide (2) and longifolin (4). © 1990.

引用

页码：1199 / 1210

页数：12

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