title: Polymer-supported stereoselective synthesis of tetrahydrobenzopyrazino-thiadiazinone dioxides via N-sulfonyl iminiums.
abstract: 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.
authors.affiliation: Department of Organic Chemistry, Institute of Molecular and Translational Medicine, Faculty of Science, Palacký University , 17 Listopadu 12, 771 46 Olomouc, Czech Republic.
authors.forename: Naděžda
authors.initials: N
authors.lastname: Cankařová
authors.forename: Agustina
authors.initials: A
authors.lastname: La Venia
authors.forename: Viktor
authors.initials: V
authors.lastname: Krchňák
mesh_terms: D003499:Cyclic S-Oxides / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D011108:Polymers / Q000737:chemistry*; D011719:Pyrazines / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism; D013450:Sulfones / Q000737:chemistry*; D013829:Thiadiazines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D003499:Cyclic S-Oxides; D007097:Imines; C482356:N-sulfonylimine; D011108:Polymers; D011719:Pyrazines; D013450:Sulfones; D013829:Thiadiazines