Journal of the American Chemical Society

A novel approach to the synthesis of morphine alkaloids: the synthesis of (d, l)-thebainone-A

MA Tius, MA Kerr

文献索引：Tius; Kerr Journal of the American Chemical Society, 1992 , vol. 114, # 15 p. 5959 - 5966

全文：HTML全文

被引用次数: 40

摘要

Abstract: A nonconventional approach to the preparation of morphinans has been applied to the total synthesis of thebainone-A and 0-thebainone-A. Noteworthy features of this synthesis are the regiospecificity of the Diels-Alder reaction to form 9 and of the enolization- hydroxylation of 11, the unusual aromatization of 14 as well as the selectivity of the intramolecular Michael addition of the amine to form 41. This route offers access to several ...