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Enantioselective Chemo-Enzymatic Synthesis of Triaryl Phosphine Oxides and Phosphines.
紀錄類型:
書目-電子資源 : Monograph/item
正題名/作者:
Enantioselective Chemo-Enzymatic Synthesis of Triaryl Phosphine Oxides and Phosphines./
作者:
Hatton, Harry.
出版者:
Ann Arbor : ProQuest Dissertations & Theses, : 2021,
面頁冊數:
233 p.
附註:
Source: Dissertations Abstracts International, Volume: 83-04, Section: B.
Contained By:
Dissertations Abstracts International83-04B.
標題:
Metals. -
電子資源:
http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=28459562
ISBN:
9798738614576
Enantioselective Chemo-Enzymatic Synthesis of Triaryl Phosphine Oxides and Phosphines.
Hatton, Harry.
Enantioselective Chemo-Enzymatic Synthesis of Triaryl Phosphine Oxides and Phosphines.
- Ann Arbor : ProQuest Dissertations & Theses, 2021 - 233 p.
Source: Dissertations Abstracts International, Volume: 83-04, Section: B.
Thesis (Ph.D.)--The University of Liverpool (United Kingdom), 2021.
This item must not be sold to any third party vendors.
The chemo-enzymatic synthesis of triaryl P-chiral ligands was achieved from readily available starting materials using the metallo-induced 1,4- rearrangement of phosphonates to produce pro-chiral phosphine oxides which could be enzymatically desymmetrized in good yield and high enantiomeric excess using CAL-A. The chiral phosphine oxide could then be derivatized further to produce ligand like structures. A chiral phosphine oxide could be selectively reduced to give an oxidatively stable P-chiral phosphine, with minimal loss in enantiomeric excess. Although the synthesised P-chiral ligand displayed configurational instability, slight alterations to the structure predicted by our molecular modelling results could potentially give both oxidatively and configurationally stable P-chiral phosphine ligands. Furthermore, based on unpublished results using an achiral monodentate ligand we believe that our P-chiral ligands would find application in copper-catalysed asymmetric 1,6- boration reactions with high cis selectivity.
ISBN: 9798738614576Subjects--Topical Terms:
601053
Metals.
Enantioselective Chemo-Enzymatic Synthesis of Triaryl Phosphine Oxides and Phosphines.
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Source: Dissertations Abstracts International, Volume: 83-04, Section: B.
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The chemo-enzymatic synthesis of triaryl P-chiral ligands was achieved from readily available starting materials using the metallo-induced 1,4- rearrangement of phosphonates to produce pro-chiral phosphine oxides which could be enzymatically desymmetrized in good yield and high enantiomeric excess using CAL-A. The chiral phosphine oxide could then be derivatized further to produce ligand like structures. A chiral phosphine oxide could be selectively reduced to give an oxidatively stable P-chiral phosphine, with minimal loss in enantiomeric excess. Although the synthesised P-chiral ligand displayed configurational instability, slight alterations to the structure predicted by our molecular modelling results could potentially give both oxidatively and configurationally stable P-chiral phosphine ligands. Furthermore, based on unpublished results using an achiral monodentate ligand we believe that our P-chiral ligands would find application in copper-catalysed asymmetric 1,6- boration reactions with high cis selectivity.
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School code: 0722.
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Metals.
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Phosphorus.
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Biocatalysts.
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Carbon monoxide.
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http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=28459562
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