Tetrahedron letters

Stereocontrolled synthesis of pseudo C 2-symmetric 1, 3-diamino-2-propanol core units of HIV protease inhibitors

A Dondoni, D Perrone

文献索引：Dondoni, Alessandro; Perrone, Daniela Tetrahedron Letters, 1997 , vol. 38, # 3 p. 499 - 502

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被引用次数: 17

摘要

The synthesis of the pseudo C2-symmetric dibenzyldiamino alcohol (S, S)-1 and the two meso stereoisomers 1a and 1b (R= PhCH2) is described by stereocontrolled benzylmagnesium chloride addition to the nitrones 3 derived from chiral β-amino-α-hydroxy aldehydes 2 that in turn were obtained from phenylalanine; the overall yield of (S, S)-1 is 23% from N-Boc l-phenylalaninal; the antipode (R, R)-1 can be prepared in a similar way ...