Asymmetric synthesis of 3-quinolylalkylamine by enantioselective alkylation of w-diphenyl-phosphinyl-3-quinolylimine using chiral β-amino alcohols

Tadakatsu Hayase; Shunji Osanai; Takanori Shibata; Kenso Soai

doi:10.3987/com-97-8024

Asymmetric synthesis of 3-quinolylalkylamine by enantioselective alkylation of w-diphenyl-phosphinyl-3-quinolylimine using chiral β-amino alcohols

Tadakatsu Hayase, Shunji Osanai, Takanori Shibata, Kenso Soai^*

^*Corresponding author for this work

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

13 Citations (Scopus)

Abstract

Chiral N-diphenylphosphiny 1-3-quinoly lamines (DPP amines) with up to 74.9% e.e. were obtained by the enantioselective alkylation using dialkylzincs in the presence of various chiral amino alcohols. The acidic hydrolysis of the chiral DPP amine afforded optically active chiral 3-quinolylamine without racemization.

Original language	English
Pages (from-to)	139-144
Number of pages	6
Journal	Heterocycles
Volume	48
Issue number	1
DOIs	https://doi.org/10.3987/com-97-8024
Publication status	Published - 1998 Jan 1
Externally published	Yes

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

Access to Document

10.3987/com-97-8024

Cite this

@article{372319c442f2478c80854d3ec4fa9b4a,

title = "Asymmetric synthesis of 3-quinolylalkylamine by enantioselective alkylation of w-diphenyl-phosphinyl-3-quinolylimine using chiral β-amino alcohols",

abstract = "Chiral N-diphenylphosphiny 1-3-quinoly lamines (DPP amines) with up to 74.9% e.e. were obtained by the enantioselective alkylation using dialkylzincs in the presence of various chiral amino alcohols. The acidic hydrolysis of the chiral DPP amine afforded optically active chiral 3-quinolylamine without racemization.",

author = "Tadakatsu Hayase and Shunji Osanai and Takanori Shibata and Kenso Soai",

year = "1998",

month = jan,

day = "1",

doi = "10.3987/com-97-8024",

language = "English",

volume = "48",

pages = "139--144",

journal = "Heterocycles",

issn = "0385-5414",

publisher = "Japan Institute of Heterocyclic Chemistry",

number = "1",

}

TY - JOUR

T1 - Asymmetric synthesis of 3-quinolylalkylamine by enantioselective alkylation of w-diphenyl-phosphinyl-3-quinolylimine using chiral β-amino alcohols

AU - Hayase, Tadakatsu

AU - Osanai, Shunji

AU - Shibata, Takanori

AU - Soai, Kenso

PY - 1998/1/1

Y1 - 1998/1/1

N2 - Chiral N-diphenylphosphiny 1-3-quinoly lamines (DPP amines) with up to 74.9% e.e. were obtained by the enantioselective alkylation using dialkylzincs in the presence of various chiral amino alcohols. The acidic hydrolysis of the chiral DPP amine afforded optically active chiral 3-quinolylamine without racemization.

AB - Chiral N-diphenylphosphiny 1-3-quinoly lamines (DPP amines) with up to 74.9% e.e. were obtained by the enantioselective alkylation using dialkylzincs in the presence of various chiral amino alcohols. The acidic hydrolysis of the chiral DPP amine afforded optically active chiral 3-quinolylamine without racemization.

UR - http://www.scopus.com/inward/record.url?scp=0000479895&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0000479895&partnerID=8YFLogxK

U2 - 10.3987/com-97-8024

DO - 10.3987/com-97-8024

M3 - Article

AN - SCOPUS:0000479895

SN - 0385-5414

VL - 48

SP - 139

EP - 144

JO - Heterocycles

JF - Heterocycles

IS - 1

ER -

Asymmetric synthesis of 3-quinolylalkylamine by enantioselective alkylation of w-diphenyl-phosphinyl-3-quinolylimine using chiral β-amino alcohols

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this