SYNTHESIS OF 1-ACYLAMINO-1-(TRIMETHYLSILOXY)ALKANES BY TRIMETHYLSILYLTRIFLUOROMETHANESULFONATE-CATALYZED ADDITION OF BIS(TRIMETHYLSILYL)AMIDES TO ALDEHYDES

Authors
JOHNSON AP LUKE RWA STEELE RW BOA AN
Citation
Ap. Johnson et al., SYNTHESIS OF 1-ACYLAMINO-1-(TRIMETHYLSILOXY)ALKANES BY TRIMETHYLSILYLTRIFLUOROMETHANESULFONATE-CATALYZED ADDITION OF BIS(TRIMETHYLSILYL)AMIDES TO ALDEHYDES, Journal of the Chemical Society. Perkin transactions. I, (9), 1996, pp. 883-893
Citations number
50
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
9
Year of publication
1996
Pages
883 - 893
Database
ISI
SICI code
0300-922X(1996):9<883:SO1BT>2.0.ZU;2-R
Abstract
Bis(trimethylsilyl)formamide reacts with aldehydes in refluxing chloro form, or at room temperature with catalysis by trimethylsilyl trifluor omethanesulfonate, to give 1-acylamino-1-(trimethylsiloxy)alkanes; sim ilar results are obtained with other bis(trimethylsilyl)amides, but su rprisingly not with bis(trimethylsilyl)acetamide, and addition of bis( trimethylsilyl)formamide to ketones and acetals can also be accomplish ed using TMS triflate as catalyst.