Reaction of (–)-menthyl(S)-toluene-p-sulphinate with nitriles and lithium NN-di-isopropylamide (LDA) in 1:1:1 and 1:2:1 ratios affords optically active α-cyano- and α-cyano-β-imino-sulphoxides, respectively. α-Cyanobenzyl sulphoxide racemizes through a homolytic process in a temperature range (35–50 °C) well below that required for benzyl aryl sulphoxides.

Synthesis and stereomutation of optically active alpha-cyanosulphoxides / R. Annunziata, M. Cinquini, S. Colonna, F. Cozzi. - In: JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS. I. - ISSN 0300-922X. - :0(1981), pp. 614-617.

Synthesis and stereomutation of optically active alpha-cyanosulphoxides

R. Annunziata
Primo
;
M. Cinquini
Secondo
;
S. Colonna
Penultimo
;
F. Cozzi
Ultimo
1981

Abstract

Reaction of (–)-menthyl(S)-toluene-p-sulphinate with nitriles and lithium NN-di-isopropylamide (LDA) in 1:1:1 and 1:2:1 ratios affords optically active α-cyano- and α-cyano-β-imino-sulphoxides, respectively. α-Cyanobenzyl sulphoxide racemizes through a homolytic process in a temperature range (35–50 °C) well below that required for benzyl aryl sulphoxides.
Settore CHIM/06 - Chimica Organica
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/182315
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