Aldonolactones as chiral templates in the synthesis of thiolactones, 1,3-polyols and hydroxy amino acids
The usefulness of aldonolactones as chiral templates is shown in the synthesis of varied asymmetric molecules. For example, enantiomerically pure 4-thio-D-ribono and 4-thio-L-lyxono-1,4-lactones have been respectively synthesized from D-gulono- and D-ribono-1,4-lactones. Seven carbon 1,3-polyol chai...
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| Formato: | JOUR |
| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_00334545_v69_n3_p621_Varela |
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todo:paper_00334545_v69_n3_p621_Varela2023-10-03T14:45:38Z Aldonolactones as chiral templates in the synthesis of thiolactones, 1,3-polyols and hydroxy amino acids Varela, O. The usefulness of aldonolactones as chiral templates is shown in the synthesis of varied asymmetric molecules. For example, enantiomerically pure 4-thio-D-ribono and 4-thio-L-lyxono-1,4-lactones have been respectively synthesized from D-gulono- and D-ribono-1,4-lactones. Seven carbon 1,3-polyol chains have been enantioselectively obtained from D-glycero-D-gulo-heptono-1,4-lactone via chiral furanone derivatives. Also, furanones and pyranones derived from D-glucosaminic acid were employed as intermediates in the synthesis of hydroxy amino acids, such as cis-4-hydroxypipecolic acid and (2S,4S,5R)-4,5,6-trihydroxynorleucine. Fil:Varela, O. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00334545_v69_n3_p621_Varela |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
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R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| description |
The usefulness of aldonolactones as chiral templates is shown in the synthesis of varied asymmetric molecules. For example, enantiomerically pure 4-thio-D-ribono and 4-thio-L-lyxono-1,4-lactones have been respectively synthesized from D-gulono- and D-ribono-1,4-lactones. Seven carbon 1,3-polyol chains have been enantioselectively obtained from D-glycero-D-gulo-heptono-1,4-lactone via chiral furanone derivatives. Also, furanones and pyranones derived from D-glucosaminic acid were employed as intermediates in the synthesis of hydroxy amino acids, such as cis-4-hydroxypipecolic acid and (2S,4S,5R)-4,5,6-trihydroxynorleucine. |
| format |
JOUR |
| author |
Varela, O. |
| spellingShingle |
Varela, O. Aldonolactones as chiral templates in the synthesis of thiolactones, 1,3-polyols and hydroxy amino acids |
| author_facet |
Varela, O. |
| author_sort |
Varela, O. |
| title |
Aldonolactones as chiral templates in the synthesis of thiolactones, 1,3-polyols and hydroxy amino acids |
| title_short |
Aldonolactones as chiral templates in the synthesis of thiolactones, 1,3-polyols and hydroxy amino acids |
| title_full |
Aldonolactones as chiral templates in the synthesis of thiolactones, 1,3-polyols and hydroxy amino acids |
| title_fullStr |
Aldonolactones as chiral templates in the synthesis of thiolactones, 1,3-polyols and hydroxy amino acids |
| title_full_unstemmed |
Aldonolactones as chiral templates in the synthesis of thiolactones, 1,3-polyols and hydroxy amino acids |
| title_sort |
aldonolactones as chiral templates in the synthesis of thiolactones, 1,3-polyols and hydroxy amino acids |
| url |
http://hdl.handle.net/20.500.12110/paper_00334545_v69_n3_p621_Varela |
| work_keys_str_mv |
AT varelao aldonolactonesaschiraltemplatesinthesynthesisofthiolactones13polyolsandhydroxyaminoacids |
| _version_ |
1807322218049306624 |