Article ID Journal Published Year Pages File Type
5217530 Tetrahedron 2013 9 Pages PDF
Abstract

Chain elongations of unprotected carbohydrates via a Knoevenagel-addition are described. The reactions were carried out in the presence of catalytic amounts of tertiary amines. The C-C bond formation processes yielded high syn-stereoselectivities. Additionally, through an asymmetric induction controlled by the configuration of the deployed carbohydrates pyranoid or furanoid products were formed. Yields were strongly increased by the use of 5-protected carbohydrates in these transformations.

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Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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