A catalytic asymmetric electrocyclization-protonation reaction

Magnus Rueping; Winai Ieawsuwan

doi:10.1002/adsc.200800623

A catalytic asymmetric electrocyclization-protonation reaction

Magnus Rueping^*, Winai Ieawsuwan

^*Corresponding author for this work

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

114 Scopus citations

Abstract

The first enantioselective Brønsted acidcatalyzed electrocyclization-protonation reaction has been developed which provides a number of different cyclopentenones in good yields and with high enantioselectivities. The stereodetermining step of this asymmetric Nazarov cyclization reaction is an asymmetric Brønsted acid-catalyzed kinetic protonation.

Original language	English (US)
Pages (from-to)	78-84
Number of pages	7
Journal	Advanced Synthesis and Catalysis
Volume	351
Issue number	1-2
DOIs	https://doi.org/10.1002/adsc.200800623
State	Published - Jan 2009
Externally published	Yes

Keywords

Brønsted acids
Cascade reaction
Cyclopentenone
Domino reaction
Nazarov reaction
Organic catalysis

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/adsc.200800623

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title = "A catalytic asymmetric electrocyclization-protonation reaction",

abstract = "The first enantioselective Br{\o}nsted acidcatalyzed electrocyclization-protonation reaction has been developed which provides a number of different cyclopentenones in good yields and with high enantioselectivities. The stereodetermining step of this asymmetric Nazarov cyclization reaction is an asymmetric Br{\o}nsted acid-catalyzed kinetic protonation.",

keywords = "Br{\o}nsted acids, Cascade reaction, Cyclopentenone, Domino reaction, Nazarov reaction, Organic catalysis",

author = "Magnus Rueping and Winai Ieawsuwan",

year = "2009",

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doi = "10.1002/adsc.200800623",

language = "English (US)",

volume = "351",

pages = "78--84",

journal = "Advanced Synthesis and Catalysis",

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T1 - A catalytic asymmetric electrocyclization-protonation reaction

AU - Rueping, Magnus

AU - Ieawsuwan, Winai

PY - 2009/1

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N2 - The first enantioselective Brønsted acidcatalyzed electrocyclization-protonation reaction has been developed which provides a number of different cyclopentenones in good yields and with high enantioselectivities. The stereodetermining step of this asymmetric Nazarov cyclization reaction is an asymmetric Brønsted acid-catalyzed kinetic protonation.

AB - The first enantioselective Brønsted acidcatalyzed electrocyclization-protonation reaction has been developed which provides a number of different cyclopentenones in good yields and with high enantioselectivities. The stereodetermining step of this asymmetric Nazarov cyclization reaction is an asymmetric Brønsted acid-catalyzed kinetic protonation.

KW - Brønsted acids

KW - Cascade reaction

KW - Cyclopentenone

KW - Domino reaction

KW - Nazarov reaction

KW - Organic catalysis

UR - http://www.scopus.com/inward/record.url?scp=58549085979&partnerID=8YFLogxK

U2 - 10.1002/adsc.200800623

DO - 10.1002/adsc.200800623

M3 - Article

AN - SCOPUS:58549085979

SN - 1615-4150

VL - 351

SP - 78

EP - 84

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 1-2

ER -

A catalytic asymmetric electrocyclization-protonation reaction

Abstract

Keywords

ASJC Scopus subject areas

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