Deuterium-isotope study on the reductive ring opening of benzylidene acetals
| dc.citation.epage | 7658 | en_US |
| dc.citation.issue | 22 | en_US |
| dc.citation.spage | 7655 | en_US |
| dc.citation.volume | 9 | en_US |
| dc.citation.woscount | 5 | |
| dc.contributor.author | Lee, I-Chi | en_US |
| dc.contributor.author | Zulueta, Medel Manuel L. | en_US |
| dc.contributor.author | Shie, Chi-Rung | en_US |
| dc.contributor.author | Arco, Susan D. | en_US |
| dc.contributor.author | Hung, Shang-Cheng | en_US |
| dc.contributor.department | 應用化學系 | zh_TW |
| dc.contributor.department | Department of Applied Chemistry | en_US |
| dc.date.accessioned | 2014-12-08T15:20:50Z | |
| dc.date.available | 2014-12-08T15:20:50Z | |
| dc.date.issued | 2011 | en_US |
| dc.description.abstract | Specific deuterated reference compounds were prepared to probe the stereoselectivity of the reductive ring opening of carbohydrate-based benzylidene-type acetals. AlD(3) revealed a retentive stereoselectivity probably through the rare S(N)i (internal nucleophilic substitution) mechanism. An S(N)1-like mechanism occurs in the acid-promoted regioselective BD(3)center dot THF- or Et(3)SiD-reductive ring opening. | en_US |
| dc.identifier.doi | 10.1039/c1ob06056b | en_US |
| dc.identifier.issn | 1477-0520 | en_US |
| dc.identifier.journal | ORGANIC & BIOMOLECULAR CHEMISTRY | en_US |
| dc.identifier.uri | http://dx.doi.org/10.1039/c1ob06056b | en_US |
| dc.identifier.uri | https://ir.lib.nycu.edu.tw/handle/11536/14822 | |
| dc.identifier.wosnumber | WOS:000296203700009 | |
| dc.language.iso | en_US | en_US |
| dc.title | Deuterium-isotope study on the reductive ring opening of benzylidene acetals | en_US |
| dc.type | Article | en_US |