Tetrahedron

The synthesis of (-)-sirenin. sperm attractant of the water mold allomycesmacrogynus

T Kitahara, A Horiguchi, K Mori

Index: Kitahara, Takeshi; Horiguchi, Akira; Mori, Kenji Tetrahedron, 1988 , vol. 44, # 15 p. 4713 - 4720

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Citation Number: 23

Abstract

Synthesis of (-)-sirenin la, sperm attracting hormone of Allomyces macrogynus was achieved through 10 steps from (-)-perillaldehyde 3. Formation of cyclopropane ring was executed diastereoselectively by the cyclization via intramolecular epoxide opening under carefully controlled condition.