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

Access to Document

10.1055/s-1996-5690

Fingerprint Dive into the research topics of 'Lewis Acid-Promoted Generation of an Iminium ion from Ethyl 2-(N-Benzyloxycarbonylamino)-methylene-3-oxobutanoate and Its Reactions with Ketene Silyl Acetals'. Together they form a unique fingerprint.

Cite this

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, 01.01.1996, p. 1103-1105.

Research output: Contribution to journal › Article › peer-review

@article{5e0e43af55074a58b7345ca9ee17ccef,

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

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.",

author = "Seiki Saito and Eiji Uedo and Yoshitaka Kato and Yoshinori Murakami and Teruhiko Ishikawa",

year = "1996",

month = jan,

day = "1",

doi = "10.1055/s-1996-5690",

language = "English",

volume = "1996",

pages = "1103--1105",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "11",

}

TY - JOUR

T1 - Lewis Acid-Promoted Generation of an Iminium ion from Ethyl 2-(N-Benzyloxycarbonylamino)-methylene-3-oxobutanoate and Its Reactions with Ketene Silyl Acetals

AU - Saito, Seiki

AU - Uedo, Eiji

AU - Kato, Yoshitaka

AU - Murakami, Yoshinori

AU - Ishikawa, Teruhiko

PY - 1996/1/1

Y1 - 1996/1/1

N2 - 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.

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.

UR - http://www.scopus.com/inward/record.url?scp=0008861249&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0008861249&partnerID=8YFLogxK

U2 - 10.1055/s-1996-5690

DO - 10.1055/s-1996-5690

M3 - Article

AN - SCOPUS:0008861249

VL - 1996

SP - 1103

EP - 1105

JO - Synlett

JF - Synlett

SN - 0936-5214

IS - 11

ER -