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Cyclopentenones from β, ε-Diketo Phosphonates. Synthesis of cis-Jasmone

1975/01/01 by Robin D. Clark, Leland G. Kozar, Clayton H. Heathcock
Chemistry · Medicine · #Synthesis and Characterization of Pyrroles #Synthesis of Organic Compounds #Synthetic Organic Chemistry Methods

paper · doi:10.1080/00397917508063507

crossref issued 1975/01/01 · crossref published 1975/01/01 · crossref published-print 1975/01/01 · openalex publication_date 1975/01/01 · crossref published-online 2006/12/05 · crossref created 2007/07/08 · crossref deposited 2018/08/21 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/29 · crossref indexed 2026/08/04

Abstract

The synthesis of cyclopentenones has become an important area of research in recent years and various ingenious routes to these compounds have been developed. 1 Our interest in the preparation of functionalized hydrindenones (eq. 3) for synthetic work related to vernolepin 2 led us to investigate the cyclization of β, ε-diketo phosphonates as a general route to functionalized cyclo-pentenones. 3 We report here the use of this approach in the preparation of 3 as well as an efficient (∼60% overall yield) synthesis of the important perfumery agent cis-jasmone 12.

Citations