Categories: C-C Bond Formation > Nitrogen-containing molecules >
Synthesis of 1,2-amino alcohols
Related |
|
 |
Recent Literature
Acyloxymethyl radicals, that add to imines, were generated from the
corresponding iodomethyl esters by the action of dimethylzinc or triethylborane.
A facile hydrolysis of the acyloxy moiety of the adducts gave the corresponding
amino alcohols in good yield.
K.-i. Yamada, M. Nakano, M. Maekawa, T. Akindele, K. Tomioka, Org. Lett.,
2008,
10, 3805-3808.
N-Benzyldiphenylphosphinamides are deprotonated at the NCα position
diastereospecifically upon treatment with t-BuLi in diethyl ether at low
temperature. Reaction of the anions with various electrophiles and subsequent cleavage of the P-N linkage affords 1,2-amino alcohols and α-, β-, and γ-amino
acids.
P. O. Burgos, I. Fernández, M. J. Iglesias, S. García-Granda, F. L. Ortiz, Org. Lett., 2008,
10, 537-540.
A highly efficient, mild and practical approach for the synthesis of
optically pure β-amino alcohols by the SmI2-induced reductive
cross-coupling of various chiral N-tert-butanesulfinyl imines with
aldehydes was developed.
Y.-W. Zhong, Y.-Z. Dong, K. Fang, K. Izumi, M.-H. Xu, G.-Q. Lin, J. Am.
Chem. Soc.,
2005,
127, 11956-11957.
