Showing papers on "Koenigs–Knorr reaction published in 1988"
TL;DR: The reaction of C6F13CH2CH2OH with the protected glucose 1a in the usual Koenigs-Knorr conditions yields the orthoester 3a as the major product (64%) instead of the expected glucoside 5a as discussed by the authors.
15 citations
TL;DR: The reaction of C6F13CH2CH2OH with the protected glucose 1a in the usual Koenigs-Knorr conditions yields the orthoester 3a as the major product (64%) instead of the expected glucoside 5a.
Abstract: The reaction Of C6F13CH2CH2OH with the protected glucose 1a in the usual Koenigs-Knorr conditions yields the orthoester 3a as the major product (64%) instead of the expected glucoside 5a. The reaction is normal again when the hydrocarbon “screen” between the RF chain and the hydroxyl group is longer, as in 4. Compounds 4–6 after deacetylation display strong surface activity without causing hemolysis.
1 citations