Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
Synthesis 2001; 2001(3): 0403-0408
DOI: 10.1055/s-2001-11432
DOI: 10.1055/s-2001-11432
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.
A Convenient Synthesis of 3-Alkylidenetetrahydro-2-furanones from 3-Diethoxyphosphoryl-2,5-dihydro-2-furanones
Further Information
Publication History
Publication Date:
31 December 2001 (online)
![](https://www.thieme-connect.de/media/synthesis/200103/lookinside/thumbnails/10.1055-s-2001-11432-1.jpg)
A versatile route to 3-alkylidenetetrahydro-2-furanones, 10, 13, 14, and 15 was developed by employing a two step reaction sequence consisting of Michael addition of various nucleophiles to 3-diethoxyphosphoryl-2,5-dihydro-2-furanone 4 and subsequent olefination of formaldehyde and other aldehydes with adducts 6 a - g. This method was also applied to the synthesis of furochromenone 18 and furopyrrolizinone 19.
Michael additions - Horner-Wadsworth-Emmons alkenations - phosphorylated lactones - 2,5-dihydro-2-furanones - 3-alkylidenetetrahydro-2-furanones