Chemical Forums
Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: palauamine89 on November 07, 2010, 08:23:18 AM
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Does Luche reduction of cyclohexenone give selectively the pseudoequatorial alcohol?
And if it does, is it because of lower gauche interactions in the resulting half-chair conformer or something else?
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Does Luche reduction of cyclohexenone give selectively the pseudoequatorial alcohol?
And if it does, is it because of lower gauche interactions in the resulting half-chair conformer or something else?
yes and yes
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Actually, Luche reductions are not stereoselective in the absence of another controlling factor such as another stereocenter or a rigid cyclic structure that blocks one face of the ketone. This has been demonstrated in many syntheses.
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Isn't it stereoselective in that the ring conformation determines the product spread?
I may be misunderstanding what you guys are saying.