Tetrahedron letters

Catalytic asymmetric synthesis of febrifugine and isofebrifugine

S Kobayashi, M Ueno, R Suzuki, H Ishitani

文献索引：Kobayashi, Shu; Ueno, Masaharu; Suzuki, Ritsu; Ishitani, Haruro Tetrahedron Letters, 1999 , vol. 40, # 11 p. 2175 - 2178

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被引用次数: 128

摘要

Antimalarial alkaloids, febrifugine (1) and isofebrifugine (2), were synthesized from simple achiral starting materials using tin (II)-catalyzed catalytic asymmetric aldol reaction and lanthanide-catalyzed aqueous three-component reaction as the key steps. These unambiguous total syntheses revealed that the absolute configurations of febrifugine and isofebrifugine were not (2′ S, 3′ R) and (2′ R, 3′ R) as reported previously but (2′ R ...