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Total Synthesis of (±)-α-Isosparteine, (±)-β-Isosparteine, and (±)-Sparteine from a Common Tetraoxobispidine Intermediate †

✍ Scribed by Norcross, Neil R.; Melbardis, John P.; Solera, Margarita Ferris; Sephton, Mark A.; Kilner, Colin; Zakharov, Lev N.; Astles, Peter C.; Warriner, Stuart L.; Blakemore, Paul R.


Book ID
120327431
Publisher
American Chemical Society
Year
2008
Tongue
English
Weight
740 KB
Volume
73
Category
Article
ISSN
0022-3263

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The efficient preparation of a-fluoro-~,y-alkenylphosphonate 3, via catalytic hydrogenation of (a-fluoropropargyl)phosphonate ester I, is described. Conjugated fluoroenynes 4 have been synthesized using a modified Homer Wadsworth Emmons (HWE) olefmstion of aldehydes or ketones and I in relatively go