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EnglishA method for the synthesis of a new family of 1-deoxy S-disaccharides has been established via free radical hydrothiolation of glycals by sugar thiols (thiol-ene coupling). The photoinduced coupling between four tri-O-acetyl-D-glycals and three different sugar thiols reveals that the reaction efficiency and stereoselectivity are highly dependent on the stereochemistry of the OAc groups at C3 and C4 of the glycal.
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| Data di pubblicazione: | 2012 | |
| Titolo: | Free-radical hydrothiolation of glycals: a thiol-ene-based synthesis of S-disaccharides | |
| Autori: | S. Staderini; A. Chambery; A. Marra; A. Dondoni | |
| Rivista: | TETRAHEDRON LETTERS | |
| Abstract: | A method for the synthesis of a new family of 1-deoxy S-disaccharides has been established via free radical hydrothiolation of glycals by sugar thiols (thiol-ene coupling). The photoinduced coupling between four tri-O-acetyl-D-glycals and three different sugar thiols reveals that the reaction efficiency and stereoselectivity are highly dependent on the stereochemistry of the OAc groups at C3 and C4 of the glycal. | |
| Digital Object Identifier (DOI): | 10.1016/j.tetlet.2011.11.140 | |
| Handle: | http://hdl.handle.net/11392/1664678 | |
| Appare nelle tipologie: | 03.1 Articolo su rivista |
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