Addition of Z-Vinylic Higher Order Cyanocuprates to Enones Followed by O-Functionalization

Sequential Carbon–Carbon/Carbon–Selenium Bond Formation Mediated by Iron(III) Chloride and Diorganyl Diselenides: Synthesis and Reactivity of 2-Organoselenyl-Naphthalenes

“…The presence of C­( sp ) 2 -Se bond on the organic substrates offers considerable potential for further elaboration, particularly in the formation of new carbon–carbon, carbon–metal, carbon–halogen and carbon–heteroatom formation via lithium intermediate or applied as electrophiles in transition metal catalyzed reactions . In this respect, the 2-organoselenyl-naphthalenes prepared is a straightforward option to regio- and stereoselectivity modification on naphthalene structures.…”

Vinylic Tellurides: From Preparation to Their Applicability in Organic Synthesis

“…Additional studies on this reaction toward highly unsaturated systems have been developed. They explored the conjugate addition of an organocuprate followed by O-functionalization, leading to enol silanes, triflates, and phosphates …”

Allylcyanocuprates from Butylallyltellurides

“…However, only recently it was reported the first application of a tellurium-based methodology in the synthesis of a complex natural product, which consisted in the transformation of a Z -vinylic telluride into a Z -vinylic cuprate . These Z-vinylic cuprates were also explored by us in the synthesis of vinyl triflates, compounds widely used in coupling reactions due to the excellent leaving group properties of the trifluoromethanesulfonate group . In view of the easy transformation of vinylic tellurides into vinylic cuprates, as well as the wide use of cuprates in organic synthesis, we decided to extend the tellurium−copper exchange protocol to the preparation of allyl copper reagents.…”