Applications of intramolecular amidomercuration. 2. Synthesis of trans-5-hydroxy-2-propylpiperidine, (.+-.)-pseudoconhydrine

Synthesis of β-hydroxypiperidine alkaloids by anodic oxidation of carbamates and hydroboration

“…Evaporation of the CHC1, layers furnished 8 as a colourless oil (28 mg, 0.19 mmol, 89 %). Mass and 'H NMR spectra were identical with those reported in the literature (17).…”

Synthesis and Reaction of 1-Azabicyclo[3.1.0]hexane

“…The piperidines 6, 15g, j-n were formed as the major product in the reaction with alkyl halides 13g-n, except for 15i (entries [7][8][9][10][11][12][13][14]. The selectivity of products in the reaction of ABH (5) with electrophiles was rationalized by equilibrium, as Harding and Burks have proposed 24) and as shown in Chart 7. Although the kinetic products of the ring opening of ABH (5) may be the pyrrolidines 14a-n, equilibrium leads to the thermodynamically favored piperidines 6, 15a-g, i-n.…”

Azacycloalkanes from epoxides and aziridines

“…In [27,[153][154][155][156][157][158][159][160] examples were reported of the catalytic conversion of aziridines 145, 147 into complex systems 146, 148 including fi ve-membered N-heterocycles (Scheme 50).…”