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Modular Synthesis of Chiral beta-Ami...

Song, Yixiong.

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Modular Synthesis of Chiral beta-Aminophosphine P,N-Ligands and Their Applications in Asymmetric Catalysis.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Modular Synthesis of Chiral beta-Aminophosphine P,N-Ligands and Their Applications in Asymmetric Catalysis./
Author:	Song, Yixiong.
Published:	Ann Arbor : ProQuest Dissertations & Theses, : 2015,
Description:	177 p.
Notes:	Source: Masters Abstracts International, Volume: 55-03.
Contained By:	Masters Abstracts International55-03(E).
Subject:	Organic chemistry. -
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=1605696
ISBN:	9781339337708

Modular Synthesis of Chiral beta-Aminophosphine P,N-Ligands and Their Applications in Asymmetric Catalysis.
Song, Yixiong.

Modular Synthesis of Chiral beta-Aminophosphine P,N-Ligands and Their Applications in Asymmetric Catalysis. - Ann Arbor : ProQuest Dissertations & Theses, 2015 - 177 p.

Source: Masters Abstracts International, Volume: 55-03.

Thesis (M.Sc.)--University of Toronto (Canada), 2015.

A series of chiral beta-aminophosphine ligands bearing different carbon backbones and electronically differentiated diarylphosphino groups were prepared using a modular approach. These P,N-ligands were found to induce a modest level of enantioselectivities in the Pd-catalyzed asymmetric decarboxylative allylation reaction. Thiourea-phosphine bifunctional catalysts derived from the chiral beta-aminophosphine building blocks were prepared and applied to the asymmetric Morita-Baylis-Hillman (MBH) reaction of methyl acrylate and 4-nitrobenzaldehyde. The electronically unmodified diarylphosphino-thiourea was found to be optimal for achieving high activity and enantioselectivity in this particular MBH reaction. We also reported the synthesis of a P-chiral C2-symmetric bisphosphine ligand. However, the utility of this Trost-type ligand remains to be explored in the future.

ISBN: 9781339337708Subjects--Topical Terms:

523952
Organic chemistry.

Modular Synthesis of Chiral beta-Aminophosphine P,N-Ligands and Their Applications in Asymmetric Catalysis.
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245 1 0 $a Modular Synthesis of Chiral beta-Aminophosphine P,N-Ligands and Their Applications in Asymmetric Catalysis.
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300 $a 177 p.
500 $a Source: Masters Abstracts International, Volume: 55-03.
500 $a Adviser: Mark S. Taylor.
502 $a Thesis (M.Sc.)--University of Toronto (Canada), 2015.
520 $a A series of chiral beta-aminophosphine ligands bearing different carbon backbones and electronically differentiated diarylphosphino groups were prepared using a modular approach. These P,N-ligands were found to induce a modest level of enantioselectivities in the Pd-catalyzed asymmetric decarboxylative allylation reaction. Thiourea-phosphine bifunctional catalysts derived from the chiral beta-aminophosphine building blocks were prepared and applied to the asymmetric Morita-Baylis-Hillman (MBH) reaction of methyl acrylate and 4-nitrobenzaldehyde. The electronically unmodified diarylphosphino-thiourea was found to be optimal for achieving high activity and enantioselectivity in this particular MBH reaction. We also reported the synthesis of a P-chiral C2-symmetric bisphosphine ligand. However, the utility of this Trost-type ligand remains to be explored in the future.
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