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Isothiourea-mediated asymmetric O- to C-carboxyl transfer of oxazolyl carbonates: structure-selectivity profiles and mechanistic studies |
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| Authors: | Joannesse Caroline Johnston Craig P Morrill Louis C Woods Philip A Kieffer Madeleine Nigst Tobias A Mayr Herbert Lebl Tomas Philp Douglas Bragg Ryan A Smith Andrew D |
| Affiliation: | EaStCHEM, School of Chemistry, University of St Andrews, North Haugh, St Andrews, KY16 9ST, United Kingdom. |
| Abstract: | The structural motif within a series of tetrahydropyrimidine-based isothioureas necessary for generating high asymmetric induction in the asymmetric Steglich rearrangement of oxazolyl carbonates is fully explored, with crossover and dynamic (19)F?NMR experiments used to develop a mechanistic understanding of this transformation. |
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