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

doi:10.1055/s-1996-5690

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 journal › Article › peer-review

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 language	English
Pages (from-to)	1103-1105
Number of pages	3
Journal	Synlett
Volume	1996
Issue number	11
DOIs	https://doi.org/10.1055/s-1996-5690
Publication status	Published - Jan 1 1996

ASJC Scopus subject areas

Organic Chemistry

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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.",

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AU - Saito, Seiki

AU - Uedo, Eiji

AU - Kato, Yoshitaka

AU - Murakami, Yoshinori

AU - Ishikawa, Teruhiko

PY - 1996/1/1

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AB - 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.

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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

Abstract

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