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The direct synthesis of the cyclic sulphamidate of (S)-prolinol: SimultaneousN-protection and activation towards nucleophilic displacement of oxygen. |
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| Authors: | David Alker Kevin J Doyle Laurence M Harwood Andrew McGregor |
| Institution: | a Pfizer Central Research, Sandwich, Kent CT13 9NJ UK b Dyson Perrins Laboratory, University of Oxford, South Parks Road, Oxford 0X1 3QY UK |
| Abstract: | The preparation of the cyclic sulphamidate of (S)-prolinol has been achieved by reaction with sulphuryl chloride at low temperature. This material has been shown to be susceptible to acid catalysed nucleophilic attack to furnish 2-(NN-dialkylamino)methyl- and 2-(methoxymethy]pyrrolidines after hydrolysis of the intermediate sulphamic acid derivatives. |
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