Please use this identifier to cite or link to this item: http://hdl.handle.net/10603/4246
Title: Studies in the Borane-mediated asymmetric reduction of prochiral ketones catalyzed by chiral phosphoramides, diamines and amides
Researcher: Das, Utpal
Keywords: Chemistry
Upload Date: 16-Aug-2012
University: University of Hyderabad
Completed Date: June, 2009
Abstract: Enantiomerically pure (or enriched) secondary alcohols occupy an important place in chiral chemistry because several chiral secondary alcohols are medicinally useful compounds. Due to the remarkable applications of chiral secondary alcohols as medicinally relevant molecules and also as synthon for obtaining various biologically active compounds there has been an increasing interest in developing simple and practical methodologies for synthesis of different chiral secondary alcohols. Among various available and known methods, asymmetric reduction of prochiral ketones has become one of the most important methods for obtaining enantiopure (or enriched) secondary alcohols. This thesis deals with the synthesis and application of chiral catalytic sources containing N-P=O structural framework, diamines and amides for the borane-mediated asymmetric reduction of prochiral ketones and it contains three chapters: 1) Introduction, 2) Objectives, Results and Discussion and 3) Experimental. The first chapter presents brief/relevant and also recent literature on the application of chiral borane based reagent and borane-mediated asymmetric reduction of prochiral ketones under the influence of various catalysts. The second chapter deals with the synthesis and application of chiral catalysts including phosphoramides, diamines and amides in case of borane-mediated asymmetric reduction of representative prochiral ketones with the following objectives. newline1. a) To prepare (2S)-1-(diphenylphosphoryl)-2-anilinocarbonylpyrrolidine and study its application as a chiral source for the borane-mediated asymmetric reduction of prochiral ketones. newlineb) To prepare (2S)-1-(diphenylphosphoryl)-2-(4-trifluoromethylanilino)carbonyl- pyrrolidine, (2S)-1-(diphenylphosphoryl)-2-(4-bromoanilino)carbonylpyrr- olidine, (2S)-1 (diphenylphosphory)-2-(4-fluoroanilino)carbonylpyrrolidine, (2S)-1-(diphenylphosphoryl)-2 (3,5-dimethylanilino)carbonylpyrrolidine and study towards understanding the influence of nature of substituent on amide ar- omatic ring..
Pagination: xii, 226p.
URI: http://hdl.handle.net/10603/4246
Appears in Departments:School of Chemistry

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01_title.pdfAttached File55.14 kBAdobe PDFView/Open
02_contents.pdf27.85 kBAdobe PDFView/Open
03_abbreviations.pdf57 kBAdobe PDFView/Open
04_abstract.pdf116.04 kBAdobe PDFView/Open
05_chapter 1.pdf935.2 kBAdobe PDFView/Open
06_chapter 2.pdf1.5 MBAdobe PDFView/Open
07_chapter 3.pdf142.37 kBAdobe PDFView/Open
08_chapter 4.pdf4.31 MBAdobe PDFView/Open
09_appendix.pdf58.8 kBAdobe PDFView/Open


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