Work

Polymer-Supported Stereoselective Synthesis of Tetrahydrobenzopyrazino-thiadiazinone Dioxides via N-Sulfonyl Iminiums

Year: 2014

Type: article

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.

Source: ACS Combinatorial Science

DOI: 10.1021/co5000163

Authors: Naděžda Cankařová, Agustina La Venia, Viktor Krchňák

Institutions: Institute of Molecular and Translational Medicine, Palacký University Olomouc, University of Notre Dame

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: University of Notre Dame, Grantová Agentura České Republiky

Awards: Solid-phase synthesis of diversely constrained peptidomimetics., G8412502366