?-Cleavage of Bis(homoallylic) Potassium Alkoxides. Preparation of 3-Hydroxypropyl and 4-Hydroxybutyl Propenyl Ketones from ?- and ?-Lactones. Synthesis of (�)-Rose oxide
作者:Roger L. Snowden、Simon M. Linder、Bernard L. Muller、Karl H. Schulte-Elte
DOI:10.1002/hlca.19870700722
日期:1987.11.4
1–3, a two-step preparation of 3-hydroxypropyl and 4- hydroxybutyl propenyl ketones 10–18 is described, involving as the key step the β-cleavage of the bis(homoallylic) potassium alkoxides 4a–9a. The novel methodology is illustrated by a short synthesis of (±)-rose oxide(20).
从γ-和δ-内酯起始1 - 3,3-羟基丙基和4-羟丁基丙烯基酮两步制备10 - 18被描述,涉及的关键步骤的双的β裂解(高烯丙基)醇钾4a – 9a。通过(±)-玫瑰氧化物(20)的简短合成说明了该新方法。