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https://scholarbank.nus.edu.sg/handle/10635/17098
DC Field | Value | |
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dc.title | Guanidine and guanidinium salt catalyzed enantioselective phosphorus - carbon bond formation reactions | |
dc.contributor.author | FU XIAO | |
dc.date.accessioned | 2010-05-13T19:32:21Z | |
dc.date.available | 2010-05-13T19:32:21Z | |
dc.date.issued | 2009-10-05 | |
dc.identifier.citation | FU XIAO (2009-10-05). Guanidine and guanidinium salt catalyzed enantioselective phosphorus - carbon bond formation reactions. ScholarBank@NUS Repository. | |
dc.identifier.uri | http://scholarbank.nus.edu.sg/handle/10635/17098 | |
dc.description.abstract | The aim of this study is to develop guanidine and guanidinium salt-catalyezd highly enantioselective phosphorus-carbon bond formation reactions.<br>Chiral bicyclic guanidine was found to catalyze the phospha-Michael reactions between diaryl phosphine oxide and nitroalkenes, and moderate to high yields (up to 99%) and high enantioselectivities (up to 96%) were achieved. In most cases, the enantioselectivities of the phospha-Michael products could be increased to excellent level (>99%) by a single recrystallization. This reaction offered a direct methodology to prepare chiral N2-aminophosphine oxides and N2-aminophosphines. <br>Guanidinium catalysts were obtained in a single step from commerically available diamine. Using these catalysts, asymmetric phospha-Michael reaction has been developed with secondary phosphine oxides and H-phosphinates as P nucleophiles. A series of enantiomerically enriched N1-amino phosphine oxides and N1-amino phosphinates were prepared. H-phosphinates containg P-chiral center were obtained with high enantiopurities through kinetic resolution. | |
dc.language.iso | en | |
dc.subject | guanidine, guanidinium salt, enantioselective, phosphorus-carbon bond | |
dc.type | Thesis | |
dc.contributor.department | CHEMISTRY | |
dc.contributor.supervisor | TAN CHOON HONG | |
dc.description.degree | Ph.D | |
dc.description.degreeconferred | DOCTOR OF PHILOSOPHY | |
dc.identifier.isiut | NOT_IN_WOS | |
Appears in Collections: | Ph.D Theses (Open) |
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1 Cover.pdf | 10.13 kB | Adobe PDF | OPEN | None | View/Download | |
2 title page.pdf | 10.49 kB | Adobe PDF | OPEN | None | View/Download | |
3 contents.pdf | 98.07 kB | Adobe PDF | OPEN | None | View/Download | |
4 chapter 1.pdf | 221.35 kB | Adobe PDF | OPEN | None | View/Download | |
5 chapter 2.pdf | 283.89 kB | Adobe PDF | OPEN | None | View/Download | |
6 chapter 3.pdf | 188.57 kB | Adobe PDF | OPEN | None | View/Download | |
7 chapter 4.pdf | 467.09 kB | Adobe PDF | OPEN | None | View/Download | |
8 appendix.pdf | 1.42 MB | Adobe PDF | OPEN | None | View/Download | |
9 Publication.pdf | 62.71 kB | Adobe PDF | OPEN | None | View/Download |
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