Bellomo Ana, Camarano Soledad, Rossini Carmen, Gonzalez David
Laboratorio de Síntesis Orgánica, D.Q.O, Fac. de Química, Univ. de la República, C.C. 1157 Montevideo, Uruguay.
Carbohydr Res. 2009 Jan 5;344(1):44-51. doi: 10.1016/j.carres.2008.09.026. Epub 2008 Sep 30.
The first syntheses of two deoxythiocyanocyclitols (4-deoxy-4-thiocyano-L-chiro-inositol and deoxythiocyanoconduritol F) and two deoxysulfonylcyclitol acetals are reported by a chemoenzymatic enantioselective route. The compounds were prepared by a sequence of enzymatic and ruthenium-catalyzed dihydroxylations, and the results were studied regarding reaction conditions and co-catalyst for different derivatives. The new compounds were included in a minilibrary of deoxygenated cyclitols and evaluated for their capacity to influence the feeding behavior of Epilachna paenulata (Coleoptera: Coccinellidae), a common pest of the Curcubitaceae crops.
通过化学酶促对映选择性途径报道了两种脱氧硫氰基环糖醇（4-脱氧-4-硫氰基-L-手性肌醇和脱氧硫氰基金刚糖醇F）和两种脱氧磺酰基环糖醇缩醛的首次合成。这些化合物通过酶促和钌催化的二羟基化序列制备，并针对不同衍生物的反应条件和共催化剂对结果进行了研究。新化合物被纳入脱氧环糖醇微型文库，并评估了它们影响瓜类作物常见害虫茄二十八星瓢虫（鞘翅目：瓢虫科）取食行为的能力。
