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The Phosphonate-Phosphate- and Phosphate-Phosphonate Rearrangement and Their Applications, 4. Deprotonation of Secondary Benzylic Phosphates — Configurationally Stabile Benzylic Carbanions with a Diethoxyphosphoryloxy Substituent and Their Rearrangement to Optically Active Tertiary α-Hydroxyphosphonates

✍ Scribed by Hammerschmidt, Friedrich ;Schmidt, Susanne


Publisher
Wiley (John Wiley & Sons)
Year
1996
Tongue
English
Weight
735 KB
Volume
129
Category
Article
ISSN
0009-2940

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Benzyl dialkyl phosphates are deprotonated enantioselec-up to 50%. The pro-(S) hydrogen is removed by amides hatively by homochiral lithium amides of isopropyl( 1-phenyl-ving (S) configuration. Homochiral diethyl (S)-phenyl[D+ ethy1)amine or bis(1-phenylethy1)amine. The short-lived ben-methyl phosph