Tetrahedron

Indole alkaloids. A combined chemical and enzymatic route for eburnane ring construction: Formal synthesis of (−)-Eburnamonine

G Palmisano, P D'Anniballe, M Santagostino

文献索引：Palmisano, Giovanni; D'Anniballe, Paolo; Santagostino, Marco Tetrahedron, 1994 ,  vol. 50,  # 31  p. 9487 - 9494

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被引用次数: 15

摘要

A stereocontrolled formal synthesis of (−)-eburnamonine 1, a tetracyclic indole alkaloid used as antihypertensive drug, has been achieve through the use of [3, 3]-sigmatropic rearrangement (Claisen rearrangement) of the enantiopure β-alkoxy acrylate 4, available from rac-3-ethly-cyclohexenol 3via lipase-catalyzed transesterification