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

Article abstract of DOI:10.1016/S0040-4020(01)85522-8

A stereocontrolled formal synthesis of (-)-eburnamonine 1, a tetracyclic indole alkaloid used as antihypertensive drug, has been achieved through the use of [3.3]-sigmatropic rearrangement (Claisen rearrangement) of the enantiopure β-alkoxy acrylate 4, av