Journal article
Cycloaddition reactions of phosphate dienes
Journal of organic chemistry, Vol.53(10), pp.2295-2299
05/01/1988
DOI: 10.1021/jo00245a030
Abstract
A series of phosphate dienes has been prepared and tested in 4 + 2 cycloaddition reactions with representative dienophiles such as maleic anhydride and cyclohexenone. The most reactive diene in this series, bis(2,6-dimethoxyphenyl) 1-methylene-2-propenyl phosphate (14), displays a reactivity and regioselectivity comparable to the analogous (trimethylsilyl)oxy diene in its reactions with these dienophiles. However, phosphate dienes may offer distinct advantages in a synthetic sequence, especially when coupled with the methodology recently developed for preparing β-keto phosphonates from cyclic vinyl phosphates. © 1988, American Chemical Society. All rights reserved.
Details
- Title: Subtitle
- Cycloaddition reactions of phosphate dienes
- Creators
- Theodora CalogeropoulouDavid F Wiemer
- Resource Type
- Journal article
- Publication Details
- Journal of organic chemistry, Vol.53(10), pp.2295-2299
- Publisher
- American Chemical Society
- DOI
- 10.1021/jo00245a030
- ISSN
- 0022-3263
- eISSN
- 1520-6904
- Language
- English
- Date published
- 05/01/1988
- Academic Unit
- Neuroscience and Pharmacology; Chemistry
- Record Identifier
- 9984216602902771
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