Nicole L. Snyder, assistant professor of chemistry, and her collaborators at the University of South Florida published a paper titled "Asymmetric Co(II)-Catalyzed Cyclopropanation with Succinimidyl Diazoacetate: General Synthesis of Chiral Cyclopropyl Carboxamides" in the most recent edition of Organic Letters (Org. Lett. 2009, 11 (11), 2273–2276).
The article features a highly effective porphyrin-based catalyst that can be used to cyclopropanate substrates in high yields with excellent diastereo- and enantioselectivity, and presents a new method for generating optically active cyclopropyl carboxamides from cyclopropyl succinimidyl esters. Cyclopropyl carboxamides are important functional moieties in pharmaceutical compounds. For example, Milnaciprin, a compound used to treat fibromyalgia, contains a cyclopropyl carboxamide group. The worked described in Snyder's most recent paper could be used to improve the synthesis of Milnaciprin by shortening the synthesis by several steps.
The article features a highly effective porphyrin-based catalyst that can be used to cyclopropanate substrates in high yields with excellent diastereo- and enantioselectivity, and presents a new method for generating optically active cyclopropyl carboxamides from cyclopropyl succinimidyl esters. Cyclopropyl carboxamides are important functional moieties in pharmaceutical compounds. For example, Milnaciprin, a compound used to treat fibromyalgia, contains a cyclopropyl carboxamide group. The worked described in Snyder's most recent paper could be used to improve the synthesis of Milnaciprin by shortening the synthesis by several steps.
Posted June 1, 2009
