Tetrahedron

Synthesis of debromo-8, 8a-dihydroflustramine c 1, a model synthesis toward amauromine

S Takase, I Uchida, H Tanaka, H Aoki

Index: Takase, Shigehiro; Uchida, Itsuo; Tanaka, Hirokazu; Aoki, Hatsuo Tetrahedron, 1986 , vol. 42, # 21 p. 5879 - 5886

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Citation Number: 29

Abstract

Debromo-8, 8a-dihydroflustramine C (4), a model compound of amauromine (1), was synthesized utilizing thio-Claisen rearrangement of a sulphonium cation at the key step. This is the first synthesis of hexahydropyrrolo-[2, 3-b] indole skeleton substituted with inverted prenyl group at position 3a.

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