Cankařová Naděžda, La Venia Agustina, Krchňák Viktor
Department of Organic Chemistry, Institute of Molecular and Translational Medicine, Faculty of Science, Palacký University , 17 Listopadu 12, 771 46 Olomouc, Czech Republic.
ACS Comb Sci. 2014 Jun 9;16(6):293-302. doi: 10.1021/co5000163. Epub 2014 Mar 13.
The stereoselective synthesis of 1,2,11,11a-tetrahydrobenzo[e]pyrazino[1,2-b][1,2,4]thiadiazin-3(4H)-one 6,6-dioxides on a solid support via tandem N-sulfonyl iminium ion cyclization, followed by nucleophilic addition is reported. The synthesis proceeded with full control of stereoselectivity at the newly formed asymmetric carbon, under mild conditions, and using commercially available building blocks. The synthetic route provided high-purity crude products.
报道了通过串联N-磺酰基亚胺离子环化，随后进行亲核加成，在固体载体上立体选择性合成1,2,11,11a-四氢苯并[e]吡嗪并[1,2-b][1,2,4]噻二嗪-3(4H)-酮6,6-二氧化物。该合成在温和条件下，使用市售的起始原料，对新形成的不对称碳上的立体选择性进行了完全控制。该合成路线提供了高纯度的粗产物。
