| Attributs | Valeurs |
|---|
| type
| |
| Is Part Of
| |
| Subject
| |
| Title
| - The Intriguing Reactivity of Functionalized β-Amino Alcoholswith Glyoxal: Application to a New Expedient EnantioselectiveSynthesis of trans-6-Alkylpipecolic Acids
|
| has manifestation of work
| |
| related by
| |
| Author
| |
| Abstract
| - New β-amino alcohols possessing a vinylsilane moiety were reacted with glyoxal to produce lactonesthat were transformed in three steps in enantiopure pipecolic acid derivatives. The key step wasa totally diastereoselective ene−iminium cyclization, whose mechanism can be viewed as a directcyclization of the vinylsilane moiety onto the iminium ion. The reactivity of two β-amino alcoholshaving an allylsilane terminator was also examined. Their difference of reactivity toward glyoxalcan be ascribed to the intervention of a carbocation, which presents a behavior that differs accordingto the position of the trimethylsilyl group.
|
| article type
| |
| is part of this journal
| |
