Artículos de revistas
An Efficient Procedure For The Synthesis Of 2-n-boc-amino-3,5-diols
Registration in:
Tetrahedron. , v. 64, n. 25, p. 5891 - 5903, 2008.
404020
10.1016/j.tet.2008.04.049
2-s2.0-43449122151
Author
Dias L.C.
Fattori J.
Perez C.C.
de Oliveira V.M.
Aguilar A.M.
Institutions
Abstract
We wish to describe here the diastereoselective reaction between chiral N-Boc-α-amino aldehydes with both achiral allyltrichlorostannanes leading to 1,2-syn-N-Boc-α-amino alcohols, which are easily converted to the corresponding 4-N-Boc-amino-3-hydroxy ketones after treatment with catalytic amounts of OsO4 in the presence of NaIO4. After reduction of the carbonyl function, these 4-N-Boc-amino-3-hydroxy ketones were converted to 1-deoxy-5-hydroxy sphingosine analogues. © 2008 Elsevier Ltd. All rights reserved. 64 25 5891 5903 (1995) Biochemistry. 2nd ed., , Voet D., and Voet J.G. (Eds), Wiley, New York, NY Hannun, Y.A., Loomis, C.R., Merrill Jr., A.H., Bell, R.M., (1986) J. Biol. Chem., 261, p. 12604 Merrill Jr., A.H., Sereni, A.M., Stevens, V.L., Hannun, Y.A., Bell, R.M., Kinkade Jr., J.M., (1986) J. Biol. Chem., 261, p. 12610 Garner, P., Park, J.M., Malecki, E., (1988) J. Org. Chem., 53, p. 11061 Herold, P., (1988) Helv. Chim. 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