Relay catalysis: Combined metal catalyzed oxidation and asymmetric iminium catalysis for the synthesis of Bi- and tricyclic chromenes

Magnus Rueping; Jeremy Dufour; Modhu Sudan Maji

doi:10.1039/c2cc00129b

Relay catalysis: Combined metal catalyzed oxidation and asymmetric iminium catalysis for the synthesis of Bi- and tricyclic chromenes

Magnus Rueping^*, Jeremy Dufour, Modhu Sudan Maji

^*Corresponding author for this work

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

61 Scopus citations

Abstract

A catalytic asymmetric oxidative iminium-allenamine cascade allows the use of propargyl alcohols as stable substrates and yields valuable chiral bicyclic 4H-chromenes. A subsequent Michael addition-condensation domino reaction provides complex tricyclic 4H-chromenes in a highly enantioselective fashion.

Original language	English (US)
Pages (from-to)	3406-3408
Number of pages	3
Journal	CHEMICAL COMMUNICATIONS
Volume	48
Issue number	28
DOIs	https://doi.org/10.1039/c2cc00129b
State	Published - Mar 7 2012
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/c2cc00129b

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title = "Relay catalysis: Combined metal catalyzed oxidation and asymmetric iminium catalysis for the synthesis of Bi- and tricyclic chromenes",

abstract = "A catalytic asymmetric oxidative iminium-allenamine cascade allows the use of propargyl alcohols as stable substrates and yields valuable chiral bicyclic 4H-chromenes. A subsequent Michael addition-condensation domino reaction provides complex tricyclic 4H-chromenes in a highly enantioselective fashion.",

author = "Magnus Rueping and Jeremy Dufour and Maji, {Modhu Sudan}",

year = "2012",

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doi = "10.1039/c2cc00129b",

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T2 - Combined metal catalyzed oxidation and asymmetric iminium catalysis for the synthesis of Bi- and tricyclic chromenes

AU - Rueping, Magnus

AU - Dufour, Jeremy

AU - Maji, Modhu Sudan

PY - 2012/3/7

Y1 - 2012/3/7

N2 - A catalytic asymmetric oxidative iminium-allenamine cascade allows the use of propargyl alcohols as stable substrates and yields valuable chiral bicyclic 4H-chromenes. A subsequent Michael addition-condensation domino reaction provides complex tricyclic 4H-chromenes in a highly enantioselective fashion.

AB - A catalytic asymmetric oxidative iminium-allenamine cascade allows the use of propargyl alcohols as stable substrates and yields valuable chiral bicyclic 4H-chromenes. A subsequent Michael addition-condensation domino reaction provides complex tricyclic 4H-chromenes in a highly enantioselective fashion.

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U2 - 10.1039/c2cc00129b

DO - 10.1039/c2cc00129b

M3 - Article

C2 - 22363938

AN - SCOPUS:84857832758

SN - 1359-7345

VL - 48

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JO - CHEMICAL COMMUNICATIONS

JF - CHEMICAL COMMUNICATIONS

IS - 28

ER -

Relay catalysis: Combined metal catalyzed oxidation and asymmetric iminium catalysis for the synthesis of Bi- and tricyclic chromenes

Abstract

ASJC Scopus subject areas

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