Abstract

L-Mannitol 5, the precursor of the the C 2 -symmetrical auxiliary 3B , was prepared in high yield by heterogeneous reduction of L-mannonic-γ-lactone 4 . The auxiliary 3B could be used for stereoselective photochemical synthesis of the l-proline derivative 2B . The C 2 -symmetrical chiral auxiliary 1,3:4,6-Di- O -benzylidene-2,5-dideoxy-2,5-imino-D-iditol 3 was synthesized in high yield from L-mannonic-gg-lactone 1 via L-mannitol 2 and was used in the stereoselective photochemical synthesis of a L-proline derivative 3.

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