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Abstract α‐Alkyl‐α‐aryl (trimethyltin) nitriles react spontaneously with aldehydes and ketones in THF/toluene to give β‐hydroxy nitriles with satisfactory to good yields and diastereoselectivity. No extra catalyst is required in this aldol‐like reaction. A possible trimethyltin‐substituted ketene imine intermediate is invoked as reactive species. DFT calculations offer good support for this hypothesis.
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Qin et al. (2015) studied this question.
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