Title : Studies on the synthesis, resolution, applications of Tröger base derivatives and mechanism of the osmium catalyzed asymmetric dihydroxylation of Alkenes

Type of Material: Thesis
Title: Studies on the synthesis, resolution, applications of Tröger base derivatives and mechanism of the osmium catalyzed asymmetric dihydroxylation of Alkenes
Researcher: Sakilam, Satishkumar
Guide: Periasamy, M
Department: School of Chemistry
Publisher: University of Hyderabad, Hyderabad
Place: Hyderabad
Year: September 2009
Language: English
Subject: Tröger base
Chemistry
Physical and Basic Sciences
Dissertation/Thesis Note: PhD
Fulltext: Shodhganga

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035__|a(IN-AhILN)th_447300
040__|aHYDR_500046|dIN-AhILN
041__|aeng
100__|aSakilam, Satishkumar|eResearcher
110__|aSchool of Chemistry|bUniversity of Hyderabad, Hyderabad|dHyderabad|ein
245__|aStudies on the synthesis, resolution, applications of Tröger base derivatives and mechanism of the osmium catalyzed asymmetric dihydroxylation of Alkenes
260__|aHyderabad|bUniversity of Hyderabad, Hyderabad|cSeptember 2009
300__|c-|dNone|a237p.
500__|aReferences p.183-198, Appendices p.199-237
502__|bPhD
518__|oDate of Award|d 2009
518__|oDate of Registration|d n.d.
520__|aIt comprises of three chapters. 1) Introduction, 2) Results and Discussion and 3) Experimental Section. The work described in this thesis is exploratory in nature. The first chapter describes a brief review of literature on the synthetic methods, resolution and various applications of Tröger base and its derivatives. The second chapter deals with the results and discussion on the studies undertaken on the synthesis, resolution of Tröger base derivatives and their applications in chiral recognition, asymmetric aziridination, osmium catalyzed dihydroxylation, reductions, and hydroboration studies. A convenient method to readily access racemic Tröger base and its derivatives by Lewis acid catalysis was developed. Among all the Lewis acids screened, AlCl3 gave the best yields (Scheme 1). A new method has been devised for the resolution of racemic Tröger base 3 by using readily available and recoverable dibenzoyl-L-tartaric acid 7 as resolving agent (Scheme 2). The configurations of the N-chiral centres of (
650__|aPhysical and Basic Sciences|2AIU
653__|aTröger base
653__|aChemistry
700__|aPeriasamy, M|eGuide
856__|uhttp://shodhganga.inflibnet.ac.in/handle/10603/4245|yShodhganga
905__|afromsg

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