77612-17-0Relevant articles and documents
Amine-directed hydroboration: Scope and limitations
Scheideman, Matthew,Wang, Guoqiang,Vedejs, Edwin
body text, p. 8669 - 8676 (2009/02/03)
Iodine activation induces intramolecular hydroboration of homoallylic and bis-homoallylic amine boranes with good to excellent control of regiochemistry compared to control experiments using excess THF?BH3. Deuterium labeling and other evidence confirm that the iodine-induced hydroboration reaction of homoallylic amine boranes occurs via an intramolecular mechanism equivalent to the classical 4-center process and without competing retro-hydroboration. Longer carbon chain tethers result in lower regioselectivity, whereas the shorter tether in allylic amines results in a switch to dominant intermolecular hydroboration. Regioselectivity in THF?BH3 control experiments is higher for the allylic amine boranes compared to the iodine activation experiments, whereas the reverse is true for homoallylic amine borane activation.
trans-2-Cyanocycloalkanols: Versatile Synthons for Alicyclic cis- and trans-1,3-Amino Alcohols
Fueloep, Ferenc,Huber, Imre,Bernath, Gabor,Hoenig, Helmut,Seufer-Wasserthal, Peter
, p. 43 - 46 (2007/10/02)
From trans-2-hydroxycyclopentanecarbonitrile (1) and trans-2-hydroxycyclohexanecarbonitrile (2), a number of trans-2-aminomethylcycloalkanols are prepared by reductive alkylation.Inversion of trans-N-acylaminocycloalkanols by treatment with thionyl chlori
STEREOCHEMICAL STUDIES XXXVIII SATURATED HETEROCYCLES, XIV; SYNTHESIS AND CONFORMATIONAL ANALYSIS OF STEREOISOMERIC CIS- AND TRANS-TETRAMETHYLENETETRAHYDRO-N-METHYL- AND -N-BENZYL-1,3-OXAZINES
Gera, L.,Bernath, G.,Sohar, P.
, p. 293 - 302 (2007/10/02)
Cis and trans-2-methylaminomethyl- and -benzylaminomethyl-1-cyclohexanol (1-4), as well as cis- and trans-2-hydroxymethyl-1-methylamino- and -benzylamino-cyclohexane (5-8) were allowed to react with p-nitrobenzaldehyde to yield 2-p-nitrophenyl-3-methyl- a