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Stereoselective Reduction of Conjugated Homopropargylic Alcohols to (E)-Homoallylic Alcohols by Sodium Bis(2-methoxyethoxy) Aluminium Hydride
31 December 2000 (online)
The reduction of various conjugated homopropargylic alcohols with sodium bis(2-methoxyethoxy) aluminium hydride (Red-Al®) in ether or THF is described. The reaction takes place cleanly and rapidly, under mild conditions, to give (E)-homoallylic alcohols stereoselectively in good isolated yields.
reduction - Red-Al® - homopropargylic alcohols - (E)-homoallylic alcohols - β-hydroxydienes - β-hydroxytrienes