Journal
ACS CATALYSIS
Volume 6, Issue 8, Pages 5549-5552Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.6b01699
Keywords
amine-catalysis; carbohydrates; cascade reactions; chiral stereopentads; stereoselectivity
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An amine-catalyzed cascade reaction of unprotected carbohydrates with 1.3-diketones was elaborated. This cascade is based on a Knoevenagel reaction/intramolecular ketalization/retro-aldol reaction. By application of this operationally simple protocol, a direct access to optically active stereopentads or stereotetrads is given. Rules of configurative outcomes will be discussed.
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