Carbohydrates as chiral templates: reactivity and stereoselectivity of carbohydrate ester enolates
- 1 January 1988
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 19,p. 1315-1317
- https://doi.org/10.1039/c39880001315
Abstract
As a result of intramolecular co-ordination of the lithium ion, carbohydrate ester enolates show peculiar properties: decomposition above –70 °C to form alcoholate and ketene, stereoselective alkylation at very low temperature, and, for those containing strongly complexing ligands, inertness towards carbon electrophiles.Keywords
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