Cationic gold(I)-catalyzed intramolecular cyclization of gamma-hydroxyalkynones into 3(2H)-furanones.
The combination of (p-CF(3)C(6)H(4))(3)PAuCl and AgOTf generates a powerful catalyst for the intramolecular cyclizations of readily available gamma-hydroxyalkynones under mild conditions. The substituted 3(2H)-furanones are obtained in 55-94% yields. This method is also applicable to the preparation of 2,3-dihydro-4H-pyran-4-ones.
Egi
Masahiro
M
School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526, Japan.
Azechi
Kenji
K
Saneto
Moriaki
M
Shimizu
Kaori
K
Akai
Shuji
S
D015107:4-Butyrolactone / Q000737:chemistry*; D000473:Alkanes / Q000737:chemistry*; D002384:Catalysis; D002412:Cations; D003500:Cyclization; D006046:Gold / Q000737:chemistry*; D006900:Hydroxylation; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure
D000473:Alkanes; D002412:Cations; D006046:Gold; D015107:4-Butyrolactone