38667-90-2Relevant articles and documents
Catalytic Enantioselective Desymmetrization of Norbornenoquinones via C(sp2)-H Alkylation
Sarkar, Rahul,Mukherjee, Santanu
, p. 6160 - 6163 (2016/12/09)
The enantioselective Diels-Alder (DA) reaction with monosubstituted p-benzoquinones is an unmet challenge. A new approach for the enantioselective synthesis of monosubstituted quinone-DA adducts is presented based on C(sp2)-H alkylative desymmetrization of meso-DA adducts. Catalyzed by a tertiary amino-thiourea derivative, this reaction utilizes nitroalkanes as the alkylating agents and generates densely functionalized products bearing at least four contiguous stereogenic centers remote from the reaction site with excellent enantioselectivities.