Catalytic asymmetric nitro-Mannich reactions with a Yb/K heterobimetallic catalyst

Tatsuya Nitabaru; Naoya Kumagai; Masakatsu Shibasaki

doi:10.3390/molecules15031280

Catalytic asymmetric nitro-Mannich reactions with a Yb/K heterobimetallic catalyst

Tatsuya Nitabaru, Naoya Kumagai, Masakatsu Shibasaki

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

20 Citations (Scopus)

Abstract

A catalytic asymmetric nitro-Mannich (aza-Henry) reaction with rare earth metal/alkali metal heterobimetallic catalysts is described. A Yb/K heterobimetallic catalyst assembled by an amide-based ligand promoted the asymmetric nitro-Mannich reaction to afford enantioenriched anti-β- nitroamines in up to 86% ee. Facile reduction of the nitro functionality allowed for efficient access to optically active 1,2-diamines.

Original language	English
Pages (from-to)	1280-1290
Number of pages	11
Journal	Molecules
Volume	15
Issue number	3
DOIs	https://doi.org/10.3390/molecules15031280
Publication status	Published - 2010 Mar
Externally published	Yes

Keywords

Amidebased ligand
Asymmetric catalysis
Heterobimetallic
Nitro-Mannich
Ytterbium

ASJC Scopus subject areas

Analytical Chemistry
Chemistry (miscellaneous)
Molecular Medicine
Pharmaceutical Science
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry

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10.3390/molecules15031280

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abstract = "A catalytic asymmetric nitro-Mannich (aza-Henry) reaction with rare earth metal/alkali metal heterobimetallic catalysts is described. A Yb/K heterobimetallic catalyst assembled by an amide-based ligand promoted the asymmetric nitro-Mannich reaction to afford enantioenriched anti-β- nitroamines in up to 86% ee. Facile reduction of the nitro functionality allowed for efficient access to optically active 1,2-diamines.",

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AU - Nitabaru, Tatsuya

AU - Kumagai, Naoya

AU - Shibasaki, Masakatsu

PY - 2010/3

Y1 - 2010/3

N2 - A catalytic asymmetric nitro-Mannich (aza-Henry) reaction with rare earth metal/alkali metal heterobimetallic catalysts is described. A Yb/K heterobimetallic catalyst assembled by an amide-based ligand promoted the asymmetric nitro-Mannich reaction to afford enantioenriched anti-β- nitroamines in up to 86% ee. Facile reduction of the nitro functionality allowed for efficient access to optically active 1,2-diamines.

AB - A catalytic asymmetric nitro-Mannich (aza-Henry) reaction with rare earth metal/alkali metal heterobimetallic catalysts is described. A Yb/K heterobimetallic catalyst assembled by an amide-based ligand promoted the asymmetric nitro-Mannich reaction to afford enantioenriched anti-β- nitroamines in up to 86% ee. Facile reduction of the nitro functionality allowed for efficient access to optically active 1,2-diamines.

KW - Amidebased ligand

KW - Asymmetric catalysis

KW - Heterobimetallic

KW - Nitro-Mannich

KW - Ytterbium

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JO - Molecules

JF - Molecules

IS - 3

ER -

Catalytic asymmetric nitro-Mannich reactions with a Yb/K heterobimetallic catalyst

Abstract

Keywords

ASJC Scopus subject areas

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