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Cascade Reactions of Unprotected Ketoses with Ketones – A Stereoselective Access to C‐Glycosides
Author(s) -
Richter Celin,
Krumrey Michael,
Klaue Kristin,
Mahrwald Rainer
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201601058
Subject(s) - chemistry , stereoselectivity , aldol reaction , cascade , cascade reaction , aldol condensation , intramolecular force , glycoside , organic chemistry , combinatorial chemistry , stereochemistry , catalysis , chromatography
A highly stereoselective de‐Bruyn–Ekenstein rearrangement/aldol condensation/intramolecular oxa‐Michael cascade reaction of unprotected ketoses with ketones was elaborated. By the utilization of this new and operationally simple methodology an access to β‐C‐glycosides is given. Extremely matched and mismatched cases were observed by using with natural or unnatural proline in these cascade reactions.