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Rhodium(III)‐Catalyzed Synthesis of Skipped Enynes via C(sp 3 )–H Alkynylation of Terminal Alkenes
Author(s) -
DellaFelice Franco,
Zanini Margherita,
Jie Xiaoming,
Tan Eric,
Echavarren Antonio M.
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202014877
Subject(s) - alkynylation , allylic rearrangement , catalysis , chemistry , rhodium , terminal (telecommunication) , conjugated system , stereochemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , telecommunications , polymer , computer science
The Rh III ‐catalyzed allylic C−H alkynylation of non‐activated terminal alkenes leads selectively to linear 1,4‐enynes at room‐temperature. The catalytic system tolerates a wide range of functional groups without competing functionalization at other positions. Similarly, the vinylic C−H alkynylation of α,β‐ and β,γ‐ unsaturated amides gives conjugated Z‐1,3‐enynes and E‐enediynes.