Tetrahedron Letters p. 5189 - 5192 (1997)
Update date:2022-08-11
Topics:
Takaku, Koji
Shinokubo, Hiroshi
Oshima, Koichiro
Treatment of allyldiphenylsilanol (1) with two equivalents of butyllithium in the presence of HMPA at -45°C afforded silylallyllithium 2a bearing an oxide anion on the silicon atom. The reaction of 2a with various electrophiles gave γ-products selectively in good yields. Higher regio- and stereoselectivities were achieved in the reaction of silyl-substituted allyllithium derived from potassium allylsilanolate with butyllithium.
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