Enantioselective 5-exo-Fluorocyclization of Ene-Oximes

Molecules

Yoshitaka Hamashima¹  Tomoki Niwa¹  Kousuke Nishibashi¹  Nobuharu Yamamoto¹  Hiromichi Egami¹  Taiki Rouno¹ 

[1] School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan;

关键词: fluorine;    asymmetric catalysis;    phase-transfer catalysis;    oxime;   

DOI  :  10.3390/molecules24193464

来源: DOAJ

【 摘 要 】

The enantioselective 5-exo-fluorocyclization of ene-oxime compounds was demonstrated under phase-transfer catalysis. Although deprotonative fluorinations competed, the chemical yields and the ee values of the desired isoxazoline products were generally moderate to good. The absolute stereochemistry of the major isomer was determined to be S by comparison with the literature after transformation of the product to the corresponding iodinated isoxazoline.

【 授权许可】

Unknown