Premium
Cationic Rhodium(I)‐Catalyzed Regioselective Tandem Heterocyclization/[3+2] Cycloaddition of 2‐(1‐Alkynyl)‐2‐alken‐1‐ones with Alkynes
Author(s) -
Gao Hongyin,
Zhang Junliang
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201103924
Subject(s) - cycloaddition , cationic polymerization , regioselectivity , rhodium , chemistry , catalysis , lewis acids and bases , tandem , stereoselectivity , lewis acid catalysis , medicinal chemistry , cascade reaction , organic chemistry , combinatorial chemistry , materials science , composite material
Rh I in two minds : A Rh I ‐catalyzed tandem heterocyclization/[3+2] cycloaddition reaction was developed that provides rapid, efficient, and stereoselective access to highly substituted cyclopenta[ c ]furans from readily available 2‐(1‐alkynyl)‐2‐alken‐1‐ones and alkynes (see scheme). The cationic Rh I acts as both a Lewis acid and a conventional transition‐metal catalyst, providing the first example of a Rh I species acting as a Lewis acid.