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A simple, stereocontrolled synthesis of monofluoro ketomethylene dipeptide isosteres has been developed. The method is short (6 steps) and diastereoselective (85–95% de) and enantioselective (>95% ee).
D-erythro- sphingosine and D-erythro-sphinganine can be produced in protected form from serine by a synthetic approach in which the normal biological intermediate 3-ketosphinganine in protectyed form, is a key synthetic intermediate. The sequence is short and convergent, proceeds in good overall yields ( 30% for 6 steps) and with excellent stereocontrol (>91% de, >95% ee).
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