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Scientific article
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Asymmetric Induction on Copper(I) Chloride Catalyzed 1,4-Addition of Alkylmagnesium Chlorides to α,β-Disubstituted (E)-Enoylsultams and Subsequent Protonation

Published inHelvetica Chimica Acta, vol. 72, no. 6, p. 1337-1345
Publication date1989
Abstract

Successive treatment of conjugated N-enoylsultams 2 with alkyl Grignard reagents/CuCl and aq. NH₄Cl solution generated selectively two stereogenic centers at C(α) and C(β) providing, after flash chromatography and crystallization, acylsultams 5 in high purity. Mild cleavage afforded the recovered sultam auxiliary 1 and enantiomerically pure carboxylic acids 7.

Citation (ISO format)
VON OPPOLZER, Wolfgang, KINGMA, Arend Jouke. Asymmetric Induction on Copper(I) Chloride Catalyzed 1,4-Addition of Alkylmagnesium Chlorides to <i>α</i>,<i>β</i>-Disubstituted (<i>E</i>)-Enoylsultams and Subsequent Protonation. In: Helvetica Chimica Acta, 1989, vol. 72, n° 6, p. 1337–1345. doi: 10.1002/hlca.19890720622
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ISSN of the journal0018-019X
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