Enantioselective reduction of imines catalyzed by a rhenium(V)-oxo complex

Kristine A. Nolin; Richard W. Ahn; F. Dean Toste

doi:10.1021/ja050831a

Enantioselective reduction of imines catalyzed by a rhenium(V)-oxo complex

Kristine A. Nolin, Richard W. Ahn, F. Dean Toste

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168 Scopus citations

Abstract

An air- and moisture-tolerant enantioselective hydrosilylation of N-phosphinyl imines employing a chiral Re(V)-oxo complex as a catalyst is described. The chiral catalyst is a cyanobis(oxazoline) (CNbox)-ligated rhenium-oxo complex of the general formula (CNbox)Re(O)Cl₂(OPPh₃). Using this catalyst, a wide range of aromatic imines (including cyclic, acyclic, and heteroaromatic), α-iminoesters, and α,β-unsaturated imines are reduced with good to excellent enantioselectivities.

Original language	English (US)
Pages (from-to)	12462-12463
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	127
Issue number	36
DOIs	https://doi.org/10.1021/ja050831a
State	Published - Sep 14 2005
Externally published	Yes

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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abstract = "An air- and moisture-tolerant enantioselective hydrosilylation of N-phosphinyl imines employing a chiral Re(V)-oxo complex as a catalyst is described. The chiral catalyst is a cyanobis(oxazoline) (CNbox)-ligated rhenium-oxo complex of the general formula (CNbox)Re(O)Cl2(OPPh3). Using this catalyst, a wide range of aromatic imines (including cyclic, acyclic, and heteroaromatic), α-iminoesters, and α,β-unsaturated imines are reduced with good to excellent enantioselectivities.",

author = "Nolin, {Kristine A.} and Ahn, {Richard W.} and Toste, {F. Dean}",

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AU - Nolin, Kristine A.

AU - Ahn, Richard W.

AU - Toste, F. Dean

PY - 2005/9/14

Y1 - 2005/9/14

N2 - An air- and moisture-tolerant enantioselective hydrosilylation of N-phosphinyl imines employing a chiral Re(V)-oxo complex as a catalyst is described. The chiral catalyst is a cyanobis(oxazoline) (CNbox)-ligated rhenium-oxo complex of the general formula (CNbox)Re(O)Cl2(OPPh3). Using this catalyst, a wide range of aromatic imines (including cyclic, acyclic, and heteroaromatic), α-iminoesters, and α,β-unsaturated imines are reduced with good to excellent enantioselectivities.

AB - An air- and moisture-tolerant enantioselective hydrosilylation of N-phosphinyl imines employing a chiral Re(V)-oxo complex as a catalyst is described. The chiral catalyst is a cyanobis(oxazoline) (CNbox)-ligated rhenium-oxo complex of the general formula (CNbox)Re(O)Cl2(OPPh3). Using this catalyst, a wide range of aromatic imines (including cyclic, acyclic, and heteroaromatic), α-iminoesters, and α,β-unsaturated imines are reduced with good to excellent enantioselectivities.

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ER -

Enantioselective reduction of imines catalyzed by a rhenium(V)-oxo complex

Abstract

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