92984-83-3Relevant articles and documents
Acid-promoted rearrangement of cyclic α,β-epoxy acylates: Stereoselective synthesis of spirocyclanes and quaternary carbon centers
Kita, Yasuyuki,Kitagaki, Shinji,Yoshida, Yutaka,Mihara, Sachiko,Fang, Dai-Fei,Kondo, Michinori,Okamoto, Sachi,Imai, Reiko,Akai, Shuji,Fujioka, Hiromichi
, p. 4991 - 4997 (1997)
The rearrangement reaction of α,β-epoxy acylates in cyclic systems was studied. The treatment of cis-derivatives with a Lewis acid afforded rearranged products via the regioselective β-cleavage of the oxirane ring due to the electron-withdrawing nature of the acyloxy group, whereas trans- derivatives enhanced the neighboring group participation to yield only a small amount of rearranged products. This rearrangement reaction proved to be useful for the construction of a variety of spirocyclane systems or quaternary carbon centers on rings and could be applied to their syntheses as optically active forms.
SHORT SYNTHESES OF DIHYDROJASMONE
Ho, Tse-Lok
, p. 7 - 16 (2007/10/02)
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