Asymmetric deprotonation of N-boc piperidine: react IR monitoring and mechanistic aspects.
The high yielding asymmetric deprotonation trapping of N-Boc piperidine is successfully realized using s-BuLi and a (+)-sparteine surrogate. Monitoring of the lithiation by in situ React IR allowed the direct observation of a prelithiation complex.
Stead
Darren
D
Department of Chemistry, University of York, Heslington, York YO10 5DD, UK.
Carbone
Giorgio
G
O'Brien
Peter
P
Campos
Kevin R
KR
Coldham
Iain
I
Sanderson
Adam
A
D010880:Piperidines / Q000737:chemistry*; D011522:Protons; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism
C454939:N-(tert-butoxycarbonyl)piperidine; D010880:Piperidines; D011522:Protons