Enantioselective reduction of ketones and imines catalyzed by (CN-Box)ReV-oxo complexes

Kristine A. Nolin; Richard W. Ahn; Yusuke Kobayashi; Joshua J. Kennedy-Smith; F. Dean Toste

doi:10.1002/chem.201001164

Enantioselective reduction of ketones and imines catalyzed by (CN-Box)Re^V-oxo complexes

Kristine A. Nolin, Richard W. Ahn, Yusuke Kobayashi, Joshua J. Kennedy-Smith, F. Dean Toste

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

83 Scopus citations

Abstract

The development and application of chiral, non-racemic Re^V-oxo complexes to the enantioselective reduction of prochiral ketones is described. In addition to the enantioselective reduction of prochiral ketones, we report the application of these complexes to 1) a tandem Meyer-Schuster rearrangement/reduction to access enantioenriched allylic alcohols and 2) the enantioselective reduction of imines.

Original language	English (US)
Pages (from-to)	9555-9562
Number of pages	8
Journal	Chemistry - A European Journal
Volume	16
Issue number	31
DOIs	https://doi.org/10.1002/chem.201001164
State	Published - Aug 16 2010
Externally published	Yes

Keywords

Enantioselective reduction
Hydrosilylation
Rearrangement
Rhenium

ASJC Scopus subject areas

Catalysis
Organic Chemistry

Access to Document

10.1002/chem.201001164

Cite this

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title = "Enantioselective reduction of ketones and imines catalyzed by (CN-Box)ReV-oxo complexes",

abstract = "The development and application of chiral, non-racemic ReV-oxo complexes to the enantioselective reduction of prochiral ketones is described. In addition to the enantioselective reduction of prochiral ketones, we report the application of these complexes to 1) a tandem Meyer-Schuster rearrangement/reduction to access enantioenriched allylic alcohols and 2) the enantioselective reduction of imines.",

keywords = "Enantioselective reduction, Hydrosilylation, Rearrangement, Rhenium",

author = "Nolin, {Kristine A.} and Ahn, {Richard W.} and Yusuke Kobayashi and Kennedy-Smith, {Joshua J.} and Toste, {F. Dean}",

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T1 - Enantioselective reduction of ketones and imines catalyzed by (CN-Box)ReV-oxo complexes

AU - Nolin, Kristine A.

AU - Ahn, Richard W.

AU - Kobayashi, Yusuke

AU - Kennedy-Smith, Joshua J.

AU - Toste, F. Dean

PY - 2010/8/16

Y1 - 2010/8/16

N2 - The development and application of chiral, non-racemic ReV-oxo complexes to the enantioselective reduction of prochiral ketones is described. In addition to the enantioselective reduction of prochiral ketones, we report the application of these complexes to 1) a tandem Meyer-Schuster rearrangement/reduction to access enantioenriched allylic alcohols and 2) the enantioselective reduction of imines.

AB - The development and application of chiral, non-racemic ReV-oxo complexes to the enantioselective reduction of prochiral ketones is described. In addition to the enantioselective reduction of prochiral ketones, we report the application of these complexes to 1) a tandem Meyer-Schuster rearrangement/reduction to access enantioenriched allylic alcohols and 2) the enantioselective reduction of imines.

KW - Enantioselective reduction

KW - Hydrosilylation

KW - Rearrangement

KW - Rhenium

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DO - 10.1002/chem.201001164

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JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

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