AMBIPHILIC REACTIVITY OF 1,1-DIMETHOXYACETONE

被引：70

作者：

MURRAY, DH ^{[1
]}

ALBIZATI, KF ^{[1
]}

机构：

[1] WAYNE STATE UNIV,DEPT CHEM,DETROIT,MI 48202

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 29期

关键词：

D O I：

10.1016/S0040-4039(00)97555-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Trialkylsilyloxyallyl cations 2 with a π-donating methoxy substituent at the allylic termini are generated from nonhalogenated substrates via treatment of 5b-e with Lewis acids. 2 undergoes stereo- and regioselective cycloaddition with furans yielding 2-methoxy-8-oxabicyclo[3.2.1] oct-6-en-3-ones. Cycloadduct 7 is converted to 2-methoxytropone 14 and thus represents an efficient entry into tropolonoid systems. © 1990.

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页码：4109 / 4112

页数：4

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