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110719s2010 xx_|||||om||||||| ||eng d
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9781124088761
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(UMI)AAI3415124
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AAI3415124
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UMI
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Rodrigo, Christina M. Longo.
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Syntheses of inositol natural products through asymmetric phosphorylation
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[electronic resource].
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1 online resource (131 p.)
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Source: Dissertation Abstracts International, Volume: 71-07, Section: B, page: 4262.
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Adviser: Scott J. Miller.
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Thesis (Ph.D.)--Yale University, 2010.
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Access restricted by licensing agreement.
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Chapter 1: Examples of organocatalytic asymmetric and regioselective non-acyl group transfers to alcohols are reviewed.
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Chapter 2: The asymmetric syntheses of L,L- and L,D-di-myo-inositol-1,1'-phosphate is described. Each diastereomer was independently synthesized by the reaction of a chiral nucleophilic peptide catalyst with an inositol-containing chiral phosphoryl chloride to yield the desired diastereomer in each series. Both isomers were shown to exhibit thermoprotective activity of an enzyme at elevated temperature.
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Chapter 3: Approaches towards the asymmetric synthesis of a glycosylphosphatidylinositol are discussed. These novel approaches utilize asymmetric phosphorylation to access the inositol portion.
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Access is available to the Yale community.
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Chemistry, Organic.
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Yale University.
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Dissertation Abstracts International
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71-07B.
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Miller, Scott J.,
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advisor
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Ph.D.
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2010
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Online resource
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Online thesis
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https://yale.idm.oclc.org/login?URL=http://gateway.proquest.com/openurl?url_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:dissertation&res_dat=xri:pqdiss&rft_dat=xri:pqdiss:3415124
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Yale Internet Resource
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Yale Internet Resource >> None|DELIM|10204873
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online resource
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2011-08-15T17:17:27.000Z
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http://gateway.proquest.com/openurl?url_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:dissertation&res_dat=xri:pqdiss&rft_dat=xri:pqdiss:3415124