Continuous-flow catalytic asymmetric hydrogenations: Reaction optimization using FTIR inline analysis

Magnus Rueping; Teerawut Bootwicha; Erli Sugiono

doi:10.3762/bjoc.8.32

Continuous-flow catalytic asymmetric hydrogenations: Reaction optimization using FTIR inline analysis

Magnus Rueping^*, Teerawut Bootwicha, Erli Sugiono

^*Corresponding author for this work

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

67 Scopus citations

Abstract

The asymmetric organocatalytic hydrogenation of benzoxazines, quinolines, quinoxalines and 3H-indoles in continuous-flow microreactors has been developed. Reaction monitoring was achieved by using an inline ReactIR flow cell, which allows fast and convenient optimization of reaction parameters. The reductions proceeded well, and the desired products were isolated in high yields and with excellent enantioselectivities.

Original language	English (US)
Pages (from-to)	300-307
Number of pages	8
Journal	Beilstein journal of organic chemistry
Volume	8
DOIs	https://doi.org/10.3762/bjoc.8.32
State	Published - Feb 23 2012
Externally published	Yes

Keywords

Asymmetric reduction
Binolphosphoric acid
Brønsted acid
Hantzsch dihydropyridine
IR spectroscopy
Real-time analysis

ASJC Scopus subject areas

Organic Chemistry

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10.3762/bjoc.8.32

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title = "Continuous-flow catalytic asymmetric hydrogenations: Reaction optimization using FTIR inline analysis",

abstract = "The asymmetric organocatalytic hydrogenation of benzoxazines, quinolines, quinoxalines and 3H-indoles in continuous-flow microreactors has been developed. Reaction monitoring was achieved by using an inline ReactIR flow cell, which allows fast and convenient optimization of reaction parameters. The reductions proceeded well, and the desired products were isolated in high yields and with excellent enantioselectivities.",

keywords = "Asymmetric reduction, Binolphosphoric acid, Br{\o}nsted acid, Hantzsch dihydropyridine, IR spectroscopy, Real-time analysis",

author = "Magnus Rueping and Teerawut Bootwicha and Erli Sugiono",

year = "2012",

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doi = "10.3762/bjoc.8.32",

language = "English (US)",

volume = "8",

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T1 - Continuous-flow catalytic asymmetric hydrogenations

T2 - Reaction optimization using FTIR inline analysis

AU - Rueping, Magnus

AU - Bootwicha, Teerawut

AU - Sugiono, Erli

PY - 2012/2/23

Y1 - 2012/2/23

N2 - The asymmetric organocatalytic hydrogenation of benzoxazines, quinolines, quinoxalines and 3H-indoles in continuous-flow microreactors has been developed. Reaction monitoring was achieved by using an inline ReactIR flow cell, which allows fast and convenient optimization of reaction parameters. The reductions proceeded well, and the desired products were isolated in high yields and with excellent enantioselectivities.

AB - The asymmetric organocatalytic hydrogenation of benzoxazines, quinolines, quinoxalines and 3H-indoles in continuous-flow microreactors has been developed. Reaction monitoring was achieved by using an inline ReactIR flow cell, which allows fast and convenient optimization of reaction parameters. The reductions proceeded well, and the desired products were isolated in high yields and with excellent enantioselectivities.

KW - Asymmetric reduction

KW - Binolphosphoric acid

KW - Brønsted acid

KW - Hantzsch dihydropyridine

KW - IR spectroscopy

KW - Real-time analysis

UR - http://www.scopus.com/inward/record.url?scp=84857842997&partnerID=8YFLogxK

U2 - 10.3762/bjoc.8.32

DO - 10.3762/bjoc.8.32

M3 - Article

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AN - SCOPUS:84857842997

SN - 1860-5397

VL - 8

SP - 300

EP - 307

JO - Beilstein journal of organic chemistry

JF - Beilstein journal of organic chemistry

ER -

Continuous-flow catalytic asymmetric hydrogenations: Reaction optimization using FTIR inline analysis

Abstract

Keywords

ASJC Scopus subject areas

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