Stereoselective synthesis of tetrahydroquinolines through an imino-ene cyclization reaction

Somasekhar Bondalapati; Kiran Indukuri; Priya Ghosh; Anil K. Saikia

doi:10.1002/ejoc.201201363

Stereoselective synthesis of tetrahydroquinolines through an imino-ene cyclization reaction

Somasekhar Bondalapati, Kiran Indukuri, Priya Ghosh, Anil K. Saikia

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

12 Scopus citations

Abstract

Tetrahydroquinolines have been efficiently synthesized in good yields with excellent stereoselectivity. The reaction between α-allylic anilines and aldehydes proceeds through an imino-ene cyclization that is mediated by boron trifluoride-diethyl ether.

Original language	English
Pages (from-to)	952-956
Number of pages	5
Journal	European Journal of Organic Chemistry
Issue number	5
DOIs	https://doi.org/10.1002/ejoc.201201363
State	Published - 1 Feb 2013
Externally published	Yes

Keywords

Cyclization
Diastereoselectivity
Lewis acids
Nitrogen heterocycles
Synthetic methods

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1002/ejoc.201201363

Cite this

@article{6eee0ebb180445cb9e14319c310057df,

title = "Stereoselective synthesis of tetrahydroquinolines through an imino-ene cyclization reaction",

abstract = "Tetrahydroquinolines have been efficiently synthesized in good yields with excellent stereoselectivity. The reaction between α-allylic anilines and aldehydes proceeds through an imino-ene cyclization that is mediated by boron trifluoride-diethyl ether.",

keywords = "Cyclization, Diastereoselectivity, Lewis acids, Nitrogen heterocycles, Synthetic methods",

author = "Somasekhar Bondalapati and Kiran Indukuri and Priya Ghosh and Saikia, {Anil K.}",

year = "2013",

month = feb,

day = "1",

doi = "10.1002/ejoc.201201363",

language = "English",

pages = "952--956",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "John Wiley and Sons Ltd",

number = "5",

}

TY - JOUR

T1 - Stereoselective synthesis of tetrahydroquinolines through an imino-ene cyclization reaction

AU - Bondalapati, Somasekhar

AU - Indukuri, Kiran

AU - Ghosh, Priya

AU - Saikia, Anil K.

PY - 2013/2/1

Y1 - 2013/2/1

N2 - Tetrahydroquinolines have been efficiently synthesized in good yields with excellent stereoselectivity. The reaction between α-allylic anilines and aldehydes proceeds through an imino-ene cyclization that is mediated by boron trifluoride-diethyl ether.

AB - Tetrahydroquinolines have been efficiently synthesized in good yields with excellent stereoselectivity. The reaction between α-allylic anilines and aldehydes proceeds through an imino-ene cyclization that is mediated by boron trifluoride-diethyl ether.

KW - Cyclization

KW - Diastereoselectivity

KW - Lewis acids

KW - Nitrogen heterocycles

KW - Synthetic methods

UR - http://www.scopus.com/inward/record.url?scp=84873468094&partnerID=8YFLogxK

U2 - 10.1002/ejoc.201201363

DO - 10.1002/ejoc.201201363

M3 - Article

AN - SCOPUS:84873468094

SN - 1434-193X

SP - 952

EP - 956

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 5

ER -

Stereoselective synthesis of tetrahydroquinolines through an imino-ene cyclization reaction

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this