Asymmetric organolithium additions to imines

Kiyoshi Tomioka; Isao Inoue; Mitsuru Shindo; Kenji Koga

doi:10.1016/S0040-4039(00)97146-6

Asymmetric organolithium additions to imines

Kiyoshi Tomioka, Isao Inoue, Mitsuru Shindo, Kenji Koga

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

117 Citations (Scopus)

Abstract

The reaction of methyllithium with 4-methoxyphenylimine of 1-naphthalenecarbaldehyde (1) in the presence of the chiral ligand A afforded, contrary to 1,4-addition with the cyclohexylimine, the corresponding 1,2-addition product as an optically active amine (2) in 70% ee.

Original language	English
Pages (from-to)	6681-6684
Number of pages	4
Journal	Tetrahedron Letters
Volume	31
Issue number	46
DOIs	https://doi.org/10.1016/S0040-4039(00)97146-6
Publication status	Published - 1990
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)97146-6

Cite this

@article{efad7fe5923c41a5aabd56e6faf7fd3a,

title = "Asymmetric organolithium additions to imines",

abstract = "The reaction of methyllithium with 4-methoxyphenylimine of 1-naphthalenecarbaldehyde (1) in the presence of the chiral ligand A afforded, contrary to 1,4-addition with the cyclohexylimine, the corresponding 1,2-addition product as an optically active amine (2) in 70% ee.",

author = "Kiyoshi Tomioka and Isao Inoue and Mitsuru Shindo and Kenji Koga",

year = "1990",

doi = "10.1016/S0040-4039(00)97146-6",

language = "English",

volume = "31",

pages = "6681--6684",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "46",

}

TY - JOUR

T1 - Asymmetric organolithium additions to imines

AU - Tomioka, Kiyoshi

AU - Inoue, Isao

AU - Shindo, Mitsuru

AU - Koga, Kenji

PY - 1990

Y1 - 1990

N2 - The reaction of methyllithium with 4-methoxyphenylimine of 1-naphthalenecarbaldehyde (1) in the presence of the chiral ligand A afforded, contrary to 1,4-addition with the cyclohexylimine, the corresponding 1,2-addition product as an optically active amine (2) in 70% ee.

AB - The reaction of methyllithium with 4-methoxyphenylimine of 1-naphthalenecarbaldehyde (1) in the presence of the chiral ligand A afforded, contrary to 1,4-addition with the cyclohexylimine, the corresponding 1,2-addition product as an optically active amine (2) in 70% ee.

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UR - http://www.scopus.com/inward/citedby.url?scp=0025144699&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)97146-6

DO - 10.1016/S0040-4039(00)97146-6

M3 - Article

AN - SCOPUS:0025144699

SN - 0040-4039

VL - 31

SP - 6681

EP - 6684

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 46

ER -

Asymmetric organolithium additions to imines

Abstract

All Science Journal Classification (ASJC) codes

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