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Synthesis, reactivity, and NMR studies of dilithiated (E)-1,4-bis(trimethylsilyl)but-2-ene and (E)-1,4-bis(trimethylsilyl)-2,3-dimethylbut-2-ene

✍ Scribed by Field, Leslie D.; Gardiner, Michael G.; Kennard, Colin H. L.; Messerle, Barbara A.; Raston, Colin L.

Book ID
126864879
Publisher
American Chemical Society
Year
1991
Tongue
English
Weight
769 KB
Volume
10
Category
Article
ISSN
0276-7333

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But-1-en-3-ynes react with lithium and chlorotrimethylsilane in THF to give 1,4-bis(trimethylsilyl)buta-2,3dienes. Epoxidation of these allenes leads to oxyallyl species which are trapped by nucleophilic reagents to give 1,4-bis(trimethylsilyl)butan-3-ol-2-one derivatives.