
Tetrahedron Letters p. 4045 - 4048 (1990)
Update date:2022-08-02
Topics:
Hasegawa, Eietsu
Ishiyama, Kenyuki
Kashiwazaki, Hiroki
Horaguchi, Takaaki
Shimizu, Takahachi
The Cβ-O bonds of chalcone epoxides (1a, 1b) were selectively cleaved by pyrylium salt sensitized photoreactions, affording β-ketoaldehydes (2a, 2b) in CH2Cl2 and MeOH-adducts (3a, 3b) in MeOH.Similarly, cerium(IV) salts catalyzed the MeOH-adduct formations of 1a and 1b in the dark.On the other hand, nitrate ester (4b) was obtained on treatment of 1b with a cerium(IV) salt in MeCN.
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Doi:10.1016/S0040-4039(02)02488-7
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(1990)