A regioselective reduction of gem-disubstituted succinimides |
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| Authors: | JBPA Wijnberg HE Schoemaker WN Speckamp |
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| Institution: | Laboratory for Organic Chemistry, University of Amsterdam, Nieuwe Achtergracht 129, Amsterdam, The Netherlands |
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| Abstract: | The NaBH4 reduction of mono- and disubstituted succinimides in the presence of hydrochloric acid leading to ω-carbinol-lactams shows a remarkable regio- and/or stereo-selectivity. The reduction takes place at the most substituted CO in the succinimides. Possible explanations are reviewed. The preparative value of the method is amply illustrated. |
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