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Regioselective [3+3] Cyclization of 1,3‐Bis(silyloxy)buta‐1,3‐dienes with 1,1,1‐Trifluoro‐4‐(silyloxy)alk‐3‐en‐2‐ones: New and Convenient Synthesis of Functionalized 5‐Alkyl‐3‐(trifluoromethyl)phenols
Author(s) -
Büttner Stefan,
Bunescu Alina,
Reimann Sebastian,
Tam Dang T. H.,
Pundt Thomas,
Klassen Renske,
Schmidt Andreas,
Kelzhanova Nazken K.,
Abilov Zharylkasyn A.,
Ghochikyan Tariel V.,
Saghiyan Ashot S.,
Villinger Alexander,
Reinke Helmut,
Spannenberg Anke,
Langer Peter
Publication year - 2013
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201200056
Subject(s) - chemistry , regioselectivity , stereochemistry , combinatorial chemistry , organic chemistry , catalysis
Functionalized 5‐alkyl‐3‐(trifluoromethyl)phenols were prepared by formal [3+3] cyclization of 1,3‐bis(silyloxy)buta‐1,3‐dienes with 1,1,1‐trifluoro‐4‐(silyloxy)alk‐3‐en‐2‐ones derived from 1,1,1‐trifluoroalkane‐2,4‐diones. The latter were prepared by condensation of the dianion of 1,1,1‐trifluoropentane‐2,4‐dione with alkyl halides.