ESTERIFICATION VIA ACID FLUORIDE ACTIVATION

Authors
MAYER SC JOULLIE MM
Citation
Sc. Mayer et Mm. Joullie, ESTERIFICATION VIA ACID FLUORIDE ACTIVATION, Synthetic communications, 24(16), 1994, pp. 2367-2377
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
24
Issue
16
Year of publication
1994
Pages
2367 - 2377
Database
ISI
SICI code
0039-7911(1994)24:16<2367:EVAFA>2.0.ZU;2-E
Abstract
The esterification of sterically hindered or non-nucleophilic alcohols may often be problematic. The reaction of alcohols with acid fluoride s is reported to be superior to standard acid activation protocols fre quently used for difficult esterifications. The acid fluoride methodol ogy was used to produce a hindered linkage between a secondary alcohol (4) and a cyclohexyl amino acid 3, a key intermediate in the formatio n of a constrained ring didemnin analog.