Título: | Synthetic studies on a(3,6)-mannans and a novel approach to the stereoselective construction of b-mannosides |
Autores: | Bubenik, Monica. |
Fecha: | 1997 |
Publicador: | McGill University |
Fuente: |
Ver documento |
Tipo: | Electronic Thesis or Dissertation |
Tema: | Chemistry, Organic. |
Descripción: |
Attempts were made to synthesize cleanly and efficiently a 3,6-branchpoint mannose monomer via three synthetic routes. This monomer was then to be used in a solution-phase synthesis of a high mannose-type nonasaccharide using a PEG soluble polymer support developed in our laboratory. The monomer was to meet the requirements of (1) stable protecting groups on positions 2 and 4; (2) easily cleavable groups on positions 3 and 6; (3) a group which is stable and a good donor on position 1. The key step in the synthesis of the first monomer, containing allyl groups on positions 3 and 6, involved using Ogawa's stannylation methodology. The key step in the second route involved benzylating a monomer containing two ester groups on positions 3 and 6 using Bundel's methodology. The third route, based on well established literature procedures, gave the desired compound in acceptable yield but with more purification effort. Using a similar approach to that taken independently by Stork and Hindsgaul, attempts were made to construct $ beta$-glycosides using antimony as a temporary connector. (Abstract shortened by UMI.) |
Idioma: | en |
1 Investigations on the form-genera Beauveria and Tritirachium por MacLeod, Donald Murdock | 6 Treatment and recovery in first-episode psychosis : a qualitative analysis of client experiences por Windell, Deborah L. |
2 Seismic sensitivity of tall guyed telecommunication towers. por Ghodrati Amiri, Gholamreza. | 7 |
3 Exploring the Relationship Between Assets and Family Stress Among Low-Income Families por Rothwell, David W.,Han, Chang-Keun | 8 |
4 The case for asset-based interventions with indigenous peoples: Evidence from Hawai‘i por Rothwell, David W. | 9 |
5 Second Thoughts: Who Almost Participates in an IDA Program? por Rothwell, David W.,Han, Chang-Keun | 10 Recent contributions to the phenomenology of musical time : a critical survey por Beaudreau, Pierre |