Self-assembled asymmetric catalyst engaged in a continuous-flow platform: An anti -selective catalytic asymmetric nitroaldol reaction

Kazuki Hashimoto; Naoya Kumagai; Masakatsu Shibasaki

doi:10.1021/ol501432h

Self-assembled asymmetric catalyst engaged in a continuous-flow platform: An anti -selective catalytic asymmetric nitroaldol reaction

Kazuki Hashimoto, Naoya Kumagai, Masakatsu Shibasaki

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

47 Citations (Scopus)

Abstract

An anti-selective catalytic asymmetric nitroaldol reaction was manifested in a continuous-flow platform. The requisite Nd/Na heterogeneous catalyst was readily prepared by self-assembly of an amide-based chiral ligand, NdO _1/5(OⁱPr)_13/5, NaHMDS, and a multiwalled carbon nanotube without covalent linkage. A stainless-steel column filled with the Nd/Na catalyst was incorporated in a flow system to promote the nitroaldol reaction with high stereoselectivity. The flow system with the heterogeneous catalyst obviated the quenching operation, and the cooling system was minimized.

Original language	English
Pages (from-to)	3496-3499
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	13
DOIs	https://doi.org/10.1021/ol501432h
Publication status	Published - 2014 Jul 3
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol501432h

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abstract = "An anti-selective catalytic asymmetric nitroaldol reaction was manifested in a continuous-flow platform. The requisite Nd/Na heterogeneous catalyst was readily prepared by self-assembly of an amide-based chiral ligand, NdO 1/5(OiPr)13/5, NaHMDS, and a multiwalled carbon nanotube without covalent linkage. A stainless-steel column filled with the Nd/Na catalyst was incorporated in a flow system to promote the nitroaldol reaction with high stereoselectivity. The flow system with the heterogeneous catalyst obviated the quenching operation, and the cooling system was minimized.",

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AU - Kumagai, Naoya

AU - Shibasaki, Masakatsu

PY - 2014/7/3

Y1 - 2014/7/3

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AB - An anti-selective catalytic asymmetric nitroaldol reaction was manifested in a continuous-flow platform. The requisite Nd/Na heterogeneous catalyst was readily prepared by self-assembly of an amide-based chiral ligand, NdO 1/5(OiPr)13/5, NaHMDS, and a multiwalled carbon nanotube without covalent linkage. A stainless-steel column filled with the Nd/Na catalyst was incorporated in a flow system to promote the nitroaldol reaction with high stereoselectivity. The flow system with the heterogeneous catalyst obviated the quenching operation, and the cooling system was minimized.

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Self-assembled asymmetric catalyst engaged in a continuous-flow platform: An anti -selective catalytic asymmetric nitroaldol reaction

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