Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 9, Issue 22, Pages 7655-7658Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c1ob06056b
Keywords
-
Categories
Funding
- National Science Council [NSC 97-2113-M-001-033-MY3, NSC 98-2119-M-001-008-MY2, NSC98-3112-B-007-005, NSC98-2627-B-007-008]
- Academia Sinica
Ask authors/readers for more resources
Specific deuterated reference compounds were prepared to probe the stereoselectivity of the reductive ring opening of carbohydrate-based benzylidene-type acetals. AlD3 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 BD3 center dot THF- or Et3SiD-reductive ring opening.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available
Share Paper
