Journal of Organic Chemistry p. 7511 - 7517 (1995)
Update date:2022-08-02
Topics:
Carlier, Paul R.
Lo, Kam Moon
Lo, Michael M-C.
Williams, Ian D.
The stereochemistry of the aldol reaction of seven benzylic nitriles 1a-g and four aldehydes 2-5 has been studied.In all cases studied the reaction is anti-selective.Good to excellent selectivity (10:1 -> 20:1) can be obtained if aldehydes with bulky secondary or tertiary substituents are used.The resulting aldols 6-9 are easily transformed to the corresponding γ-amino alcohols 12-15, which may possess useful antidepressant activity.
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