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Virginia Tech

The synthesis of amino- and deutero- sugars from halo-cyclohexadiene-cis-diols

Abstract

dc:description.abstract

A versatile method for the preparation of 2-amino-2-deoxy-, 3-amino-3-deoxy-, 4- amino-4-deoxy-, and 5-amino-5-deoxy-sugars from noncarbohydrate precursors, halobenzenes 1 (Figure 1), has been developed. See: Figure 1: Aminosugar Targets from Halobenzenes This methodology has also been applied to achieve the synthesis of protected D-mannose- 2,3,4,5,6-d₅ 191, and derivatives thereof, from the metabolite d₅- bromocyclohexadiene-cis-diol 189 obtained from the microbial oxidation of d₅- bromobenzene 2 (Figure 2). See: Figure 2: Perdeuterated Sugar Synthesis

Degree

thesis:*
Name thesis:degree_name
Ph. D.
Level thesis:degree_level
doctoral
Discipline thesis:degree_discipline
Chemistry
Department dc:contributor.department
Chemistry
Grantor dc:publisher
Virginia Tech
Year dc:date.issued
1995

Author and committee

dc:creator, dc:contributor.*
Author dc:creator
  • Pitzer, Kevin K.
Chair dc:contributor.committeechair
  • Hudlicky, Tomas
Committee members dc:contributor.committeemember
  • Tanko, James M.
  • Gibson, Harry W.
  • Merola, Joseph S.
  • White, Robert H.

Rights

dc:rights
Statement dc:rights
  • In Copyright
Language dc:language.iso
en

Identifiers

dc:identifier.*
Dc Identifier Other
etd-06062008-155317
OAI identifier oai:identifier
oai:vtechworks.lib.vt.edu:10919/38104

Chain of custody

source
Harvested from
Virginia Tech
Base URL
vtechworks.lib.vt.edu/oai/request
Last updated
2026-07-22
Source record
OAI-PMH GetRecord
related terms
citation

Pitzer, Kevin K.. The synthesis of amino- and deutero- sugars from halo-cyclohexadiene-cis-diols. doctoral thesis, Virginia Tech, 1995. http://hdl.handle.net/10919/38104