Brønsted Acid Catalyzed Cycloisomerizations of 5,2‐Enyne‐1‐ones: Highly Regioselective Synthesis of 2,3‐Dihydro‐4 H ‐pyran‐4‐ones | Zendy

Yang Fang | Zendy; Ji KeGong | Zendy; Zhao ShuChun | Zendy; Ali Shaukat | Zendy; Ye YuYing | Zendy; Liu XueYuan | Zendy; Liang YongMin | Zendy

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Brønsted Acid Catalyzed Cycloisomerizations of 5,2‐Enyne‐1‐ones: Highly Regioselective Synthesis of 2,3‐Dihydro‐4 H ‐pyran‐4‐ones

Author(s) -

Yang Fang,

Ji KeGong,

Zhao ShuChun,

Ali Shaukat,

Ye YuYing,

Liu XueYuan,

Liang YongMin

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.201103771

Subject(s) - enyne , regioselectivity , cycloisomerization , catalysis , alkene , pyran , chemistry , propargyl , brønsted–lowry acid–base theory , stereochemistry , combinatorial chemistry , organic chemistry

Dual‐action catalyst : A Brønsted acid catalyzed regioselective cycloisomerization was found to be highly effective for the preparation of structurally diverse 2,3‐dihydro‐4 H ‐pyran‐4‐ones in a 6‐ exo ‐trig manner from the corresponding 5,2‐enyne‐1‐ones. In this reaction, the Brønsted acid acts as a dual catalyst activating both the carbonyl and alkene moieties in a cascade manner (see scheme).

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