1. Reagents. Give the structures of the major products (A–H) expected from the following reactions. Be sure to indicate product stereochemistries. Assume that standard aqueous workup conditions are used for product isolation. a. F3C OH 1. DMP, CH2Cl2, rt 2. H2N Me NaBH3CN, PPTS MeOH -> A b. EtO O OH L-ethyl lactate 1. TBSCI THF, imidazole 2a. DIBAL-H (1.2 eq) Et2O, –78 ° to –40 °C 2b. Rochelle's salt workup -> B 85%
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DMP (Dess-Martin Periodinane) is an oxidizing agent that will oxidize the primary alcohol to an aldehyde. So, the product after the first step will be an aldehyde. Show more…
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