Lewis Acid-Promoted Generation of an Iminium ion from Ethyl 2-(N-Benzyloxycarbonylamino)-methylene-3-oxobutanoate and Its Reactions with Ketene Silyl Acetals

Seiki Saito, Eiji Uedo, Yoshitaka Kato, Yoshinori Murakami, Teruhiko Ishikawa

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

A novel type of nucleophilic addition of ketene silyl acetals (2) to N-acyliminium ion intermediate, which could be generated by the action of catalytic TiCl4 to ethyl 2-(N-benzyloxycarbonylamino)methylene-3-oxobutanoate (1) in CH2Cl2 at -78°C, has been realized.

Original languageEnglish
Pages (from-to)1103-1105
Number of pages3
JournalSynlett
Volume1996
Issue number11
Publication statusPublished - 1996

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Lewis Acids
Acetals
Ions
ketene
titanium tetrachloride

ASJC Scopus subject areas

  • Organic Chemistry

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Lewis Acid-Promoted Generation of an Iminium ion from Ethyl 2-(N-Benzyloxycarbonylamino)-methylene-3-oxobutanoate and Its Reactions with Ketene Silyl Acetals. / Saito, Seiki; Uedo, Eiji; Kato, Yoshitaka; Murakami, Yoshinori; Ishikawa, Teruhiko.

In: Synlett, Vol. 1996, No. 11, 1996, p. 1103-1105.

Research output: Contribution to journalArticle

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