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Paper | Regular issue | Vol 53, No. 12, 2000, pp.2739-2751
Published online, 1st January, 1970
DOI: 10.3987/COM-00-9052
Stereoselective Synthesis of 4(5)-[(2S,3S)- and (2R,3R)-3-Aminotetrahydrofuran-2-yl)imidazoles Using Modified and Standard Mitsunobu Cyclizations: Synthetic Studies toward Novel Histamine H3-Ligands

Shinya Harusawa, Ikuno Ijichi, Lisa Araki, and Takushi Kurihara*

*Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan

Abstract

4(5)-[(2S,3S)-3-Aminotetrahydrofuran-2-yl)imidazole [(+)-3] and its enantiomer [(-)-(2R,3R)-3] were stereoselectivity synthesized by using both modified and standard Mitsunobu cyclizations from L- and D-methionine, respectively.