Cationic Rhodium(I)‐Catalyzed Regioselective Tandem Heterocyclization/[3+2] Cycloaddition of 2‐(1‐Alkynyl)‐2‐alken‐1‐ones with Alkynes | Zendy

Gao Hongyin | Zendy; Zhang Junliang | Zendy

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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.

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