CONCAVE REAGENTS .6. CAN THE STRUCTURE OF CONCAVE REAGENTS DETERMINE SELECTIVITIES

被引:11
作者
LUNING, U
SCHILLINGER, F
机构
[1] Chemisches Laboratorium, Universität Freiburg, D-7800
关键词
aci‐Nitro compound; Concave acid; Concave base; Nef reaction; Protonation; regioselective;
D O I
10.1002/cber.19901231021
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The concave position of the proton in protonated concave pyridines 8·H+ or 9·H+ leads to increased selectivities in protonation reactions of nitronate anions 2a–d. Thus, the reprotonation of the nitronate anion 2a by the protonated concave pyridine 8·H+ selectively yields the nitro compound 1a whereas the nitronate anions 2b–d are transformed to the Net products 4b–d. Copyright © 1990 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
引用
收藏
页码:2073 / 2075
页数:3
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