Carbohydrate-derived amino-alcohol ligands for asymmetric alkynylation of aldehydes.
[reaction: see text] Conformationally restricted amino alcohols based on carbohydrate scaffolds provide flexible and fine-tuneable libraries that greatly expand the range of ligands available in the Zn(OTf)(2)-mediated addition of alkynes to aldehydes, in some cases with very high stereoselectivities.
Emmerson
Daniel P G
DP
Department of Chemistry, University of Oxford, Chemistry Research Laboratory, UK.
Hems
William P
WP
Davis
Benjamin G
BG
D000447:Aldehydes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D000605:Amino Alcohols / Q000737:chemistry*; D002241:Carbohydrates / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D008024:Ligands; D008698:Mesylates / Q000737:chemistry; D013237:Stereoisomerism
D000447:Aldehydes; D000480:Alkynes; D000605:Amino Alcohols; D002241:Carbohydrates; D008024:Ligands; D008698:Mesylates; C012077:trifluoromethanesulfonic acid