Axial ligand effects: Utilization of chiral sulfoxide additives for the induction of asymmetry in (Salen)ruthenium(II) olefin cyclopropanation catalysts

Jason A. Miller; Bradley A. Gross; Michael A. Zhuravel; Wiechang Jin; Son Binh T. Nguyen

doi:10.1002/anie.200460887

Axial ligand effects: Utilization of chiral sulfoxide additives for the induction of asymmetry in (Salen)ruthenium(II) olefin cyclopropanation catalysts

Jason A. Miller^*, Bradley A. Gross, Michael A. Zhuravel, Wiechang Jin, Son Binh T. Nguyen

^*Corresponding author for this work

Chemistry

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53 Scopus citations

Abstract

An efficient and facile method is used to develop new (salen)ruthenium(II) catalysts for the asymmetric cyclopropanation of olefins, in which a chiral additive induces asymmetry in inexpensive and readily synthesized achiral (salen)ruthenium(II) catalysts (see scheme; EDA = ethyl diazoacetate). This approach is amenable to parallel-screening optimization and has great potential advantages over traditional catalyst development and synthetic methods. (Chemical Equation Presented)

Original language	English (US)
Pages (from-to)	3885-3889
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	44
Issue number	25
DOIs	https://doi.org/10.1002/anie.200460887
State	Published - Jun 20 2005

Keywords

Cyclopropanation
Ligand-accelerated catalysis
Ruthenium
Salen
Sulfoxides

ASJC Scopus subject areas

General Chemistry
Catalysis

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10.1002/anie.200460887

Cite this

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title = "Axial ligand effects: Utilization of chiral sulfoxide additives for the induction of asymmetry in (Salen)ruthenium(II) olefin cyclopropanation catalysts",

abstract = "An efficient and facile method is used to develop new (salen)ruthenium(II) catalysts for the asymmetric cyclopropanation of olefins, in which a chiral additive induces asymmetry in inexpensive and readily synthesized achiral (salen)ruthenium(II) catalysts (see scheme; EDA = ethyl diazoacetate). This approach is amenable to parallel-screening optimization and has great potential advantages over traditional catalyst development and synthetic methods. (Chemical Equation Presented)",

keywords = "Cyclopropanation, Ligand-accelerated catalysis, Ruthenium, Salen, Sulfoxides",

author = "Miller, {Jason A.} and Gross, {Bradley A.} and Zhuravel, {Michael A.} and Wiechang Jin and Nguyen, {Son Binh T.}",

year = "2005",

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language = "English (US)",

volume = "44",

pages = "3885--3889",

journal = "Angewandte Chemie - International Edition",

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publisher = "John Wiley and Sons Ltd",

number = "25",

}

Axial ligand effects: Utilization of chiral sulfoxide additives for the induction of asymmetry in (Salen)ruthenium(II) olefin cyclopropanation catalysts. / Miller, Jason A.; Gross, Bradley A.; Zhuravel, Michael A. et al.
In: Angewandte Chemie - International Edition, Vol. 44, No. 25, 20.06.2005, p. 3885-3889.

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

TY - JOUR

T1 - Axial ligand effects

T2 - Utilization of chiral sulfoxide additives for the induction of asymmetry in (Salen)ruthenium(II) olefin cyclopropanation catalysts

AU - Miller, Jason A.

AU - Gross, Bradley A.

AU - Zhuravel, Michael A.

AU - Jin, Wiechang

AU - Nguyen, Son Binh T.

PY - 2005/6/20

Y1 - 2005/6/20

N2 - An efficient and facile method is used to develop new (salen)ruthenium(II) catalysts for the asymmetric cyclopropanation of olefins, in which a chiral additive induces asymmetry in inexpensive and readily synthesized achiral (salen)ruthenium(II) catalysts (see scheme; EDA = ethyl diazoacetate). This approach is amenable to parallel-screening optimization and has great potential advantages over traditional catalyst development and synthetic methods. (Chemical Equation Presented)

AB - An efficient and facile method is used to develop new (salen)ruthenium(II) catalysts for the asymmetric cyclopropanation of olefins, in which a chiral additive induces asymmetry in inexpensive and readily synthesized achiral (salen)ruthenium(II) catalysts (see scheme; EDA = ethyl diazoacetate). This approach is amenable to parallel-screening optimization and has great potential advantages over traditional catalyst development and synthetic methods. (Chemical Equation Presented)

KW - Cyclopropanation

KW - Ligand-accelerated catalysis

KW - Ruthenium

KW - Salen

KW - Sulfoxides

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JO - Angewandte Chemie - International Edition

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Axial ligand effects: Utilization of chiral sulfoxide additives for the induction of asymmetry in (Salen)ruthenium(II) olefin cyclopropanation catalysts

Abstract

Keywords

ASJC Scopus subject areas

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