956428-49-2Relevant articles and documents
Direct synthesis of protected enantiopure 5-cyano-3,4-dihydroxypyrrolidin- 2-ones from β-lactam aldehydes catalyzed by iodine
Alcaide, Benito,Almendros, Pedro,Cabrero, Gema,Ruiz, M. Pilar
scheme or table, p. 2835 - 2839 (2009/04/05)
A single-step catalytic ring-expansion approach from 4-oxoazetidine-2- carbaldehydes to protected enantiopure 5-cyano-3,4-dihydroxypyrrolidin-2-ones has been achieved by the use of the commercially available and inexpensive reagent, molecular iodine, in the presence of tert-butyldimethyl cyanide. Interestingly, the catalyst directs the reaction toward the selective rearrangement reaction of the β-lactam nucleus rather than cyanohydrin formation. Georg Thieme Verlag Stuttgart.