Diastereo‐ and Enantioselective Synthesis of C2‐Symmetrical HIV‐1 Protease Inhibitors

For AIDS treatment, highly interesting C2-symmetric HIV-1 protease inhibitors of the type 3 are available from 1 in diastereo- and enantiomerically pure form by the SAMP/RAMP-hydrazone method. Key steps are the efficient synthesis of the C2-symmetric ketones 2 and the stereospecific transformation of 1,3-diols into 1,3-diamines. The potential of the new method is demonstrated by the synthesis of the potent HIV-1 protease inhibitor A-74704.