Iron-catalyzed asymmetric olefin cis-dihydroxylation with 97% enantiomeric excess

Ken Suzuki; Paul D. Oldenburg; Lawrence Que

doi:10.1002/anie.200705061

Iron-catalyzed asymmetric olefin cis-dihydroxylation with 97% enantiomeric excess

Ken Suzuki
, Paul D. Oldenburg
, Lawrence Que

Chemistry (Twin Cities)

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

212 Scopus citations

Abstract

Big cis-ster: The use of an (R,R)-bipyrrolidine backbone with two α-methylpyridine pendant arms affords a tetradentate N₄ ligand that coordinates an iron center with cis-α topology (see picture; Fe purple, C gray, N blue, O red, S yellow, F green). This complex catalyzes the reaction between H₂O₂ and cis-2-heptene to afford a cis-diol product in very high enantioselectivity. (Figure Presented)

Original language	English (US)
Pages (from-to)	1887-1889
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	47
Issue number	10
DOIs	https://doi.org/10.1002/anie.200705061
State	Published - Feb 22 2008

Keywords

Asymmetric catalysis
Dihydroxylation
Iron
N ligands
Oxidation

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10.1002/anie.200705061

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title = "Iron-catalyzed asymmetric olefin cis-dihydroxylation with 97\% enantiomeric excess",

abstract = "Big cis-ster: The use of an (R,R)-bipyrrolidine backbone with two α-methylpyridine pendant arms affords a tetradentate N4 ligand that coordinates an iron center with cis-α topology (see picture; Fe purple, C gray, N blue, O red, S yellow, F green). This complex catalyzes the reaction between H2O2 and cis-2-heptene to afford a cis-diol product in very high enantioselectivity. (Figure Presented)",

keywords = "Asymmetric catalysis, Dihydroxylation, Iron, N ligands, Oxidation",

author = "Ken Suzuki and Oldenburg, \{Paul D.\} and Lawrence Que",

year = "2008",

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doi = "10.1002/anie.200705061",

language = "English (US)",

volume = "47",

pages = "1887--1889",

journal = "Angewandte Chemie - International Edition",

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T1 - Iron-catalyzed asymmetric olefin cis-dihydroxylation with 97% enantiomeric excess

AU - Suzuki, Ken

AU - Oldenburg, Paul D.

AU - Que, Lawrence

PY - 2008/2/22

Y1 - 2008/2/22

N2 - Big cis-ster: The use of an (R,R)-bipyrrolidine backbone with two α-methylpyridine pendant arms affords a tetradentate N4 ligand that coordinates an iron center with cis-α topology (see picture; Fe purple, C gray, N blue, O red, S yellow, F green). This complex catalyzes the reaction between H2O2 and cis-2-heptene to afford a cis-diol product in very high enantioselectivity. (Figure Presented)

AB - Big cis-ster: The use of an (R,R)-bipyrrolidine backbone with two α-methylpyridine pendant arms affords a tetradentate N4 ligand that coordinates an iron center with cis-α topology (see picture; Fe purple, C gray, N blue, O red, S yellow, F green). This complex catalyzes the reaction between H2O2 and cis-2-heptene to afford a cis-diol product in very high enantioselectivity. (Figure Presented)

KW - Asymmetric catalysis

KW - Dihydroxylation

KW - Iron

KW - N ligands

KW - Oxidation

UR - https://www.scopus.com/pages/publications/41949125347

UR - https://www.scopus.com/pages/publications/41949125347#tab=citedBy

U2 - 10.1002/anie.200705061

DO - 10.1002/anie.200705061

M3 - Article

C2 - 18236485

AN - SCOPUS:41949125347

SN - 1433-7851

VL - 47

SP - 1887

EP - 1889

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 10

ER -

Iron-catalyzed asymmetric olefin cis-dihydroxylation with 97% enantiomeric excess

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