標題: Deuterium-isotope study on the reductive ring opening of benzylidene acetals
作者: Lee, I-Chi
Zulueta, Medel Manuel L.
Shie, Chi-Rung
Arco, Susan D.
Hung, Shang-Cheng
應用化學系
Department of Applied Chemistry
公開日期: 2011
摘要: 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.
URI: http://hdl.handle.net/11536/14822
http://dx.doi.org/10.1039/c1ob06056b
ISSN: 1477-0520
DOI: 10.1039/c1ob06056b
期刊: ORGANIC & BIOMOLECULAR CHEMISTRY
Volume: 9
Issue: 22
起始頁: 7655
結束頁: 7658
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