A convenient two-step procedure for the synthesis of di- and trisubstituted alpha-nitroalkenes from tertiary beta-nitro alcohols

Treatment of tertiary beta-nitro alcohols I, obtained by addition of lithium alpha-lithionitronates to ketones, with acetic anhydride followed by 1 equivalent of potassium methoxide or t-butoxide, according to the nature of R(2), gives alpha-nitroalkenes III in good yields.

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Bibliographic Details
Published inSynthetic communications Vol. 26; no. 23; pp. 4329 - 4336
Main Authors Ferrand, JC, Schneider, R, Gerardin, P, Loubinoux, B
Format Journal Article
LanguageEnglish
Published NEW YORK Marcel Dekker Inc 01.12.1996
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
NITROOLEFINS
ORGANIC-SYNTHESIS
CONJUGATED NITROALKENES
DEHYDRATION
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Summary:Treatment of tertiary beta-nitro alcohols I, obtained by addition of lithium alpha-lithionitronates to ketones, with acetic anhydride followed by 1 equivalent of potassium methoxide or t-butoxide, according to the nature of R(2), gives alpha-nitroalkenes III in good yields.
ISSN:0039-7911
DOI:10.1080/00397919608003835