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Communication | Special issue | Vol 52, No. 2, 2000, pp.563-566
Published online, 1st January, 1970
DOI: 10.3987/COM-99-S82
Enantioselective Synthesis of Lythraceae Alkaloid Lasubine II via Optically Active 2-Isoxazoline

Yutaka Ukaji,* Masaki Imai, Takehito Yamada, and Katsuhiko Inomata*

*Department of Chemistry, Faculty of Siencce, Kanazawa University, Kakuma, Kanazawa, Ishikawa 920-1192, Japan

Abstract

Enantioselective synthesis of Lythraceae alkaloid lasubine II was achieved via optically active 2-isoxazoline, which was available by the asymmetric 1,3-dipolar cycloaddition of nitrile oxide to an achiral 2-propen-1-ol using diisopropyl (R,R)-tartrate as a chiral auxiliary.