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Concave Reagents, 4 Protonation of Nitronate Anions via concave Pyridines. Stereoselective C ‐Protonation versus Nef Reaction
Author(s) -
Lünig Ulrich,
Baumstark Roland,
Müller Michael,
Wangnick Carsten,
Schillinger Fritz
Publication year - 1990
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19901230137
Subject(s) - chemistry , protonation , nitronate , reagent , stereoselectivity , medicinal chemistry , stereochemistry , organic chemistry , ion , catalysis , nitro , alkyl
The intramolecular competition for C‐ or O ‐protonation of the nitronate anion 5a is determined by sterical factors and by the [EtOH ⊕ 2 ] concentration. The product of the Nef reaction 6 is formed in buffered, non‐acidic media when the proton donors are sterically hindered.
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